[ CAS No. 143150-92-9 ] {[proInfo.proName]}

Name: 143150-92-9|2-Bromo-5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine|97%
Brand: Ambeed
SKU: A275246
Price: 14.0 USD
Availability: InStock
Rating: 92 (30 reviews)

,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

DV 2D 3D

3d Animation Molecule Structure of 143150-92-9

Structure of 143150-92-9 * Storage: {[proInfo.prStorage]}

Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

For Research Only 110K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 143150-92-9 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 143150-92-9 ]

SDS Specification

Alternatived Products of [ 143150-92-9 ]

Product Details of [ 143150-92-9 ]

CAS No. :	143150-92-9	MDL No. :	MFCD22035142
Formula :	C₇H₉BrN₂S	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	VJHFJWBPUCAWHS-UHFFFAOYSA-N
M.W :	233.13	Pubchem ID :	11172335
Synonyms :

Calculated chemistry of [ 143150-92-9 ]

Physicochemical Properties

Num. heavy atoms :	11
Num. arom. heavy atoms :	5
Fraction Csp3 :	0.57
Num. rotatable bonds :	0
Num. H-bond acceptors :	2.0
Num. H-bond donors :	0.0
Molar Refractivity :	54.06
TPSA :	44.37 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.36 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.33
Log Po/w (XLOGP3) :	1.92
Log Po/w (WLOGP) :	1.36
Log Po/w (MLOGP) :	1.03
Log Po/w (SILICOS-IT) :	3.15
Consensus Log Po/w :	1.96

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-2.83
Solubility :	0.344 mg/ml ; 0.00147 mol/l
Class :	Soluble
Log S (Ali) :	-2.48
Solubility :	0.78 mg/ml ; 0.00335 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-2.71
Solubility :	0.458 mg/ml ; 0.00196 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.78

Safety of [ 143150-92-9 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 143150-92-9 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 143150-92-9 ]
Downstream synthetic route of [ 143150-92-9 ]

[ 143150-92-9 ] Synthesis Path-Upstream 1~8

1
[ 17899-48-8 ]
[ 143150-92-9 ]

Yield	Reaction Conditions	Operation in experiment
67.5%	With hydrogen bromide; sodium nitrite In water at 0 - 30℃; for 25.5 h;	Reference Example 4 Synthesis of 2-bromo-5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine (11a) (International Publication No. WO 2005/047296) 2-Amino-5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine (12) (600.0 g, 3.545 mol) was suspended in water (6.0 L), and 48percent hydrobromic acid (4.2 L) was then added dropwise to the suspension at 5 to 15° C. A solution of sodium nitrite (367.2 g, 3.56 mol) in water (1.8 L) was added dropwise at 0 to 5° C. over 1.5 hours, and the mixture was then heated to 30° C. and stirred for 24 hours. The reaction mixture was rendered strongly alkaline (pH=12.5) by neutralization with a 5 N aqueous sodium hydroxide solution (6.0 L), and the aqueous layer was then subjected to extraction twice with toluene (12.0 L and 6.0 L). The toluene layers were combined and dried over anhydrous sodium sulfate (1202.0 g). Then, insoluble matter was filtered off, and the mother liquor was concentrated under reduced pressure at 40° C. to obtain the title compound (11a) (557.6 g, 67.5percent). ¹H-NMR (CDCl₃) δ ppm: 3.58-3.57 (t, 3H, J=1.8 Hz), 2.92-2.87 (m, 2H), 2.81-2.76 (m, 2H), 2.49 (s, 3H).
557.6 g	With hydrogen bromide; sodium nitrite In water at 0 - 30℃; for 25.5 h;	2-Bromo-5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine (1-br) (method described in International Patent Publication No. WO 2005/047296) Compound (1-n) (600.0 g) was suspended in water (6.0 L). To the suspension, 48percent hydrobromic acid (4.2 L) was then added dropwise at 5 to 15° C. To the reaction mixture, a solution of sodium nitrite (367.2 g) dissolved in water (1.8 L) was added dropwise at 0 to 5° C. over 1 hour and 30 minutes, and the mixture was then stirred at 30° C. for 24 hours. The reaction mixture was rendered strongly alkaline (pH: approximately 12.5) by the addition of a 5 N aqueous NaOH solution (6.0 L), and the aqueous layer was then subjected to extraction with toluene twice (12.0 L and 6.0 L). The extracts were dried by the addition of anhydrous sodium sulfate (1202.0 g). Then, insoluble matter was filtered off, and the mother liquor was then concentrated under reduced pressure at 40° C. to obtain the title compound (557.6 g). ¹H-NMR (CDCl₃) δ ppm: 3.58-3.57 (t, 3H, J=1.8 Hz), 2.92-2.87 (m, 2H), 2.81-2.76 (m, 2H), 2.49 (s, 3H).

Reference： [1] Patent: US2013/144061, 2013, A1, . Location in patent: Paragraph 0248; 0249; 0250
[2] Patent: EP1683800, 2006, A1, . Location in patent: Page/Page column 56
[3] Patent: US2017/50983, 2017, A1, . Location in patent: Paragraph 0142; 0143; 0144; 0145; 0146

2
[ 50-00-0 ]
[ 143150-92-9 ]

Reference： [1] Patent: EP1577301, 2005, A1, . Location in patent: Page/Page column 73
[2] Patent: EP1864982, 2007, A1, . Location in patent: Page/Page column 58
[3] Patent: EP1405852, 2004, A1, . Location in patent: Page 66
[4] Patent: EP1577302, 2005, A1, . Location in patent: Page/Page column 58

3
[ 852291-42-0 ]
[ 143150-92-9 ]

Reference： [1] Patent: EP1683800, 2006, A1, . Location in patent: Page/Page column 57; 58

4
[ 50-00-0 ]
[ 365996-07-2 ]
[ 143150-92-9 ]

Reference： [1] Heterocycles, 2004, vol. 63, # 7, p. 1555 - 1561

5
[ 1445-73-4 ]
[ 143150-92-9 ]

Reference： [1] Patent: US2013/144061, 2013, A1,
[2] Patent: US2017/50983, 2017, A1,

6
[ 79099-07-3 ]
[ 143150-92-9 ]

Reference： [1] Heterocycles, 2004, vol. 63, # 7, p. 1555 - 1561

7
[ 365996-06-1 ]
[ 143150-92-9 ]

Reference： [1] Heterocycles, 2004, vol. 63, # 7, p. 1555 - 1561

8
[ 365996-05-0 ]
[ 143150-92-9 ]

Reference： [1] Heterocycles, 2004, vol. 63, # 7, p. 1555 - 1561

[ 143150-92-9 ] Synthesis Path-Downstream 1~34

1
[ 50-00-0 ]
[ 365996-07-2 ]
[ 143150-92-9 ]

Reference： [1]Heterocycles,2004,vol. 63,p. 1555 - 1561

2
[ 124-38-9 ]
[ 143150-92-9 ]
6-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine-2-carboxylic acid lithium salt [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		[Referential Example 10] lithium 5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]-pyridine-2-carboxylate: The compound (531 mg) obtained in Referential Example 9 was dissolved in absolute diethyl ether (20 ml), n-butyllithium (1.54N hexane solution, 1.63 ml) was added dropwise at -78C, and the mixture was stirred for 30 minutes with ice cooling.. After passing carbon dioxide into the reaction mixture at -78C for 10 minutes, the mixture was warmed to room temperature.. The reaction mixture was concentrated under reduced pressure to obtain the title compound (523 mg).1H-NMR (DMSO-d6) delta: 2.37(3H,s), 2.64-2.85(4H,m), 3.54(2H,s).
		<strong>[143150-92-9]2-Bromo-5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine</strong> (531 mg) was dissolved in anhydrous diethyl ether (20 ml), followed by the dropwise addition of n-butyl lithium (a 1.54N hexane solution, 1.63 ml) at -78C. Under ice cooling, the mixture was stirred for 30 minutes. After a CO2 gas was introduced into the reaction mixture at -78C for 10 minutes, the mixture was heated to room temperature. The reaction mixture was concentrated under reduced pressure, whereby the title compound (523 mg) was obtained.1H-NMR(DMSO-d6) delta: 2.37(3H,s), 2.64-2.85(4H,m), 3.54(2H,s).

Reference： [1]Heterocycles,2004,vol. 63,p. 1555 - 1561
[2]Patent: EP1405852,2004,A1 .Location in patent: Page 66
[3]Patent: EP1577302,2005,A1 .Location in patent: Page/Page column 58

3
[ 79099-07-3 ]
[ 143150-92-9 ]

Reference： [1]Heterocycles,2004,vol. 63,p. 1555 - 1561

4
[ 365996-06-1 ]
[ 143150-92-9 ]

Reference： [1]Heterocycles,2004,vol. 63,p. 1555 - 1561

5
[ 365996-05-0 ]
[ 143150-92-9 ]

Reference： [1]Heterocycles,2004,vol. 63,p. 1555 - 1561

6
[ 50-00-0 ]
2-bromo-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine trifluoroacetate [ No CAS ]
[ 143150-92-9 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium tris(acetoxy)borohydride; acetic acid; triethylamine; In dichloromethane; water; at 20℃; for 1h;	The compound obtained in Referential Example 8 (422 mg) was suspended in methylene chloride (10 mL), and triethylamine (0.356 mL) was dissolved therein. To the thus-obtained mixture were sequentially added acetic acid (0.216 mL), aqueous formaldehyde (as 35% solution, 0.202 mL), and sodium triacetoxyborohydride (428 mg), followed by stirring at room temperature for 1 hour. To the reaction mixture were added saturated aqueous sodium hydrogencarbonate (100 mL), methylene chloride (100 mL), and 3N aqueous sodium hydroxide (3 mL) to partition the mixture. The organic layer was dried over sodium sulfate anhydrate, and the solvent was distilled away under reduced pressure. The residue was purified by silica gel column chromatography (methylene chloride : methanol = 100:3), to thereby give the title compound (286 mg).1H-NMR(CDCl3) delta:2.49(3H, s), 2.79(2H, t, J=5.7Hz), 2.85-2.93(2H, m), 3.58(2H, t, J=1.8Hz). MS(FAB)m/z:233(M+H)+.
	With sodium tris(acetoxy)borohydride; acetic acid; triethylamine; In dichloromethane; water; at 20℃; for 1h;	[Reference Example 4] 2-Bromo-5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine The compound obtained in Reference Example 3 (422 mg) was suspended in methylene chloride (10 ml), triethylamine (0.356 ml) was added and dissolved therein, subsequently acetic acid (0.216 ml), aqueous formaldehyde solution (35% solution, 0.202 ml), and sodium triacetoxyborohydride (428 mg) were added sequentially, and the mixture was stirred at room temperature for 1 hour. A saturated aqueous solution of sodium hydrogen carbonate (100 ml), methylene chloride (100 ml) and a 3 Normal aqueous solution of sodium hydroxide (3 ml) were added to the reaction mixture, and liquid separation was performed. The organic layer was dried over anhydrous sodium sulfate, and then the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (methylene chloride:methanol = 100:3), to obtain the title compound (286 mg). 1H-NMR(CDCl3)delta:2.49(3H, s), 2. 79 (2H, t, J=5.7Hz), 2.85-2.93 (2H, m), 3.58 (2H, t, J=1.8Hz). MS(FAB)m/z:233(M+H)+.
	With sodium tris(acetoxy)borohydride; acetic acid; triethylamine; In dichloromethane; water; at 20℃; for 1h;	[Referential Example 9] 2-Bromo-5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]-pyridine: The compound (422 mg) obtained in Referential Example 8 was suspended in methylene chloride (10 ml), and triethylamine (0.356 ml) was added to make a solution.. acetic acid (0.216 ml), an aqueous solution (35% solution, 0.202 ml) of formaldehyde and sodium triacetoxyborohydride (428 mg) were successively added to the solution, and the resultant mixture was stirred at room temperature for 1 hour.. A saturated aqueous solution (100 ml) of sodium hydrogencarbonate, methylene chloride (100 ml) and a 3N aqueous solution (3 ml) of sodium hydroxide were added to the reaction mixture to conduct liquid separation.. After an organic layer was dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure.. The residue was purified by column chromatography on silica gel (methylene chloride:methanol = 100:3) to obtain the title compound (286 mg).1H-NMR (CDCl3) delta: 2.49(3H,s), 2.79(2H,t,J=5.7Hz), 2.85-2.93(2H,m), 3.58(2H,t,J=1.8Hz). MS (FAB) m/z: 233(M+H)+.

With sodium tris(acetoxy)borohydride; acetic acid; triethylamine; In dichloromethane; water; at 20℃; for 1h;

2-Bromo-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine trifluoroacetate (422 mg) was suspended in methylene chloride (10 ml). Triethylamine (0.356 ml) was added to the resulting suspension, followed by the successive addition of acetic acid (0.216 ml), an aqueous formaldehyde solution (35% solution, 0.202 ml) and sodium triacetoxyborohydride (428 mg) to the resulting solution. The resulting mixture was stirred at room temperature for 1 hour. A saturated aqueous solution (100 ml) of sodium bicarbonate, methylene chloride (100 ml) and a 3N aqueous solution (3 ml) of sodium hydroxide were added to separate the layers. The organic layer was dried over anhydrous sodium sulfate and then, the solvent was distilled off under reduced pressure. The residue was purified by chromatography (methylene chloride: methanol = 100:3) on a silica gel column, whereby the title compound (286 mg) was obtained. 1H-NMR (CDCl3) delta: 2.49(3H,s), 2.79(2H,t,J=5.7Hz), 2.85-2.93(2H,m), 3.58(2H,t,J-1.8Hz). MS (FAB)m/z: 233(M+H)+.

Reference： [1]Patent: EP1577301,2005,A1 .Location in patent: Page/Page column 73
[2]Patent: EP1864982,2007,A1 .Location in patent: Page/Page column 58
[3]Patent: EP1405852,2004,A1 .Location in patent: Page 66
[4]Patent: EP1577302,2005,A1 .Location in patent: Page/Page column 58

7
[ 143-33-9 ]
[ 544-92-3 ]
[ 143150-92-9 ]
2-cyano-5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine hydrochloride [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		N,N-Dimethylacetamide (25 mL) was added to a mixture of copper cyanide (2.88 g) and sodium cyanide (1.58 g), and the resultant mixture was heated at 150 C until all ingredients were completely dissolved, to thereby give a clear, colorless solution. <strong>[143150-92-9]2-Bromo-5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine</strong> (5.00 g) was added to the solution, and the resultant mixture was stirred at 150 C for 18 hours. The reaction mixture was allowed to cool to room temperature, and toluene and saturated aqueous sodium hydrogencarbonate were added thereto. After any insoluble material was filtered off, the toluene layer was separated from the aqueous layer, and the aqueous layer was further extracted with toluene twice. The toluene layers were combined, and the combined toluene layer was dried over sodium sulfate anhydrate. After any insoluble material was filtered off, the filtrate was concentrated under reduced pressure, and the concentrated residue was dissolved in ethanol (35 mL). To the solution was added dropwise 1N HCl in ethanol (25 mL) at room temperature, to thereby form a hydrochloride salt, and the resultant mixture was stirred at 0 C for 1 hour. The precipitated crystals were collected by filtration, and were washed with ethanol (20 mL). The thus-obtained wet crystal was dried at room temperature under reduced pressure, to thereby give 3.05 g of the title compound. 1H-NMR (D2O) deltappm: 4.72(br,2H), 3,77 (br, 2H), 3.36-3.29(t,2H,J=6.2Hz), 3.13(s,3H). MS (FAB)m/z: 180(M+H)+ Elementary analysis: as C18H12ClN3OS, Calculated: C,41.11;H,5.18;C1,15.17;N,17.98;S,13.72 Found: C,41.22;H,4.99;Cl,15.26;N,17.95;S,13.69

Reference： [1]Patent: EP1683800,2006,A1 .Location in patent: Page/Page column 52

8
[ 104-15-4 ]
[ 143150-92-9 ]
[ 852291-42-0 ]

Yield	Reaction Conditions	Operation in experiment
	In methanol; at 10 - 30℃; for 3h;Product distribution / selectivity;	<strong>[143150-92-9]2-Bromo-5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine</strong> (557.6 g) was dissolved in methanol (3.9 L), and to the solution was added dropwise a solution of p-toluenesulfonic acid monohydrate (500.0 g) in methanol (1.7 L) at 30 C. The resultant mixture was stirred at the same temperature for 1 hour, and then at or below 10 C for 2 hours. The precipitated crystals were collected by filtration, and were washed with methanol (1.1 L), followed by drying at 40 C under reduced pressure, to thereby give 851.9 g of the title compound. 1H-NMR (DMSO-d6) deltappm: 10.15 (br,1H), 7.47-7.43(d,2H,J=8.2Hz), 7.09-7.07(d,2H,J=8.2Hz), 4.47(s,2H), 3.58(s,2H)3.04(t,2H,J=6.1Hz), 2.96(s,3H), 2.29(s,3H). Elementary analysis: as C14H17BrN2O3S2, Calculated: C,41.48;H,4.23;Br,19.71;N,6.91;S,15.82 Found: C,41.52;H,4.33;Br,19.80;N,6.99;S,15.90
851.9 g	In methanol; at 10 - 30℃; for 3h;	<strong>[143150-92-9]2-Bromo-5-methyl-4,5,6.7-tetrahydrothiazolo[5,4-c]pyridine</strong> p-toluenesulfonate (1-br-ts) (method described in International Patent Publication No. WO 2005/047296) Compound (1-br) (557.6 g) was dissolved in MeOH (3.9 L). To this solution, a solution of commercially available p-toluenesulfonic acid monohydrate (500.0 g) in MeOH (1.7 L) was added dropwise at 30 C., and the mixture was then stirred at the same temperature as above for 1 hour and then at 10 C. or lower for 2 hours. The deposited crystals were filtered, washed with MeOH (1.1 L), and then dried under reduced pressure at 40 C. to obtain the title compound (851.9 g). 1H-NMR (DMSO-d6) delta ppm: 10.15 (br, 1H), 7.47-7.43 (d, 2H, J=8.2 Hz), 7.09-7.07 (d, 2H, J=8.2 Hz), 4.47 (s, 2H), 3.58 (s, 2H), 3.04 (t, 2H, J=6.1 Hz), 2.96 (s, 3H), 2.29 (s, 3H).

Reference： [1]Patent: EP1683800,2006,A1 .Location in patent: Page/Page column 56; 57
[2]Patent: US2017/50983,2017,A1 .Location in patent: Paragraph 0147; 0148; 0149; 0150; 0151; 0152

9
[ 852291-42-0 ]
[ 143150-92-9 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide; In water; at 20℃; for 0.5h;	To 2-bromo-5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine p-toluenesulfonic acid salt (490.0 g) was added 2N aqueous sodium hydroxide (2.45 L), and the mixture was stirred at room temperature for 30 minutes. The resultant mixture was extracted with toluene twice (4.9 L W 2), and the organic layer was dried over sodium sulfate anhydrate (979.8 g). After any insoluble material was filtered off, the mother liquor was concentrated at or below 40 C under reduced pressure, to thereby give 2-bromo-5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine (284.0 g) as a brown oily compound. The resultant 2-bromo-5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine (284.0 g) was dissolved in anhydrous tetrahydrofuran (2.84 L). After the system was purged with argon, n-Butyllithium (as 1.59 mol/L n-hexane solution, 766 mL) was added dropwise to the solution at -40 to -30 C, and the resultant mixture was stirred at the same temperature for 1 hour. After passing carbon dioxide gas through the reaction mixture at -40 to -25 C, the mixture was stirred under carbon dioxide atmosphere at the same temperature for 1 hour. The resultant mixture was heated to room temperature, and ethyl acetate (1.42 L) was added thereto. The precipitated solid was filtered off, and was washed with ethyl acetate (0.85 L). The thus-obtained solid material was dried at 40 C under reduced pressure, and was pulverized, to thereby give 235.1 g of the title compound. 1H-NMR (DMSO-d6) deltappm: 3.54 (s, 2H), 2.65-2.85 (m, 4H), 2.36 (s,3H).

Reference： [1]Patent: EP1683800,2006,A1 .Location in patent: Page/Page column 57; 58

10
[ 17899-48-8 ]
[ 143150-92-9 ]

Yield	Reaction Conditions	Operation in experiment
67.5%	With hydrogen bromide; sodium nitrite; In water; at 0 - 30℃; for 25.5h;	Reference Example 4 Synthesis of 2-bromo-5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine (11a) (International Publication No. WO 2005/047296) 2-Amino-5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine (12) (600.0 g, 3.545 mol) was suspended in water (6.0 L), and 48% hydrobromic acid (4.2 L) was then added dropwise to the suspension at 5 to 15 C. A solution of sodium nitrite (367.2 g, 3.56 mol) in water (1.8 L) was added dropwise at 0 to 5 C. over 1.5 hours, and the mixture was then heated to 30 C. and stirred for 24 hours. The reaction mixture was rendered strongly alkaline (pH=12.5) by neutralization with a 5 N aqueous sodium hydroxide solution (6.0 L), and the aqueous layer was then subjected to extraction twice with toluene (12.0 L and 6.0 L). The toluene layers were combined and dried over anhydrous sodium sulfate (1202.0 g). Then, insoluble matter was filtered off, and the mother liquor was concentrated under reduced pressure at 40 C. to obtain the title compound (11a) (557.6 g, 67.5%). 1H-NMR (CDCl3) delta ppm: 3.58-3.57 (t, 3H, J=1.8 Hz), 2.92-2.87 (m, 2H), 2.81-2.76 (m, 2H), 2.49 (s, 3H).
		2-Amino-5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine (600.0 g) was suspended in water (6.0 L), and 48% hydrobromic acid (4.2 L) was added dropwise thereto at 5 to 15 C. A solution of sodium nitrite (367.2 g) in water (1.8 L) was added dropwise thereto at 0 to 5 C over 1.5 hours, and the reaction mixture was heated to 30 C, followed by stirring for 24 hours. The resultant mixture was made strongly basic (pH 12.5) with 5N aqueous sodium hydroxide (6.0 L). The aqueous layer was extracted with toluene twice (12.0 L, 6.0 L), and the toluene layers were combined. The combined toluene layer was dried over sodium sulfate anhydrate (1202.0 g), and after any insoluble material was filtered off, the mother liquor was concentrated at 40 C under reduced pressure, to thereby give 557.6 g of the title compound. 1H-NMR (CDCl3)deltappm: 3.58-3.57(t,3H,J=1.8Hz), 2.92-2.87(m,2H), 2.81-2.76 (m,2H), 2.49(s,3H) .
557.6 g	With hydrogen bromide; sodium nitrite; In water; at 0 - 30℃; for 25.5h;	2-Bromo-5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine (1-br) (method described in International Patent Publication No. WO 2005/047296) Compound (1-n) (600.0 g) was suspended in water (6.0 L). To the suspension, 48% hydrobromic acid (4.2 L) was then added dropwise at 5 to 15 C. To the reaction mixture, a solution of sodium nitrite (367.2 g) dissolved in water (1.8 L) was added dropwise at 0 to 5 C. over 1 hour and 30 minutes, and the mixture was then stirred at 30 C. for 24 hours. The reaction mixture was rendered strongly alkaline (pH: approximately 12.5) by the addition of a 5 N aqueous NaOH solution (6.0 L), and the aqueous layer was then subjected to extraction with toluene twice (12.0 L and 6.0 L). The extracts were dried by the addition of anhydrous sodium sulfate (1202.0 g). Then, insoluble matter was filtered off, and the mother liquor was then concentrated under reduced pressure at 40 C. to obtain the title compound (557.6 g). 1H-NMR (CDCl3) delta ppm: 3.58-3.57 (t, 3H, J=1.8 Hz), 2.92-2.87 (m, 2H), 2.81-2.76 (m, 2H), 2.49 (s, 3H).

Reference： [1]Patent: US2013/144061,2013,A1 .Location in patent: Paragraph 0248; 0249; 0250
[2]Patent: EP1683800,2006,A1 .Location in patent: Page/Page column 56
[3]Patent: US2017/50983,2017,A1 .Location in patent: Paragraph 0142; 0143; 0144; 0145; 0146

Yield	Reaction Conditions	Operation in experiment
		(1) To 8 ml of water were added 1.02 g of the compound obtained in Example 2-(1), 1.14 g of cuprous bromide and 5.1 ml of 48% aqueous hydrogen bromide solution. To this solution, 0.62 g of sodium nitrite was added in small portions at -5 C. The temperature was increased to 20 C. over a period of 30 minutes, and the reaction mixture was neutralized with sodium hydrogencarbonate and extracted with chloroform. The extract was concentrated to dryness under reduced pressure and purified by column chromatography (silica gel; chloroform-methanol) to provide 0.96 g of 2-bromo-5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine. Physicochemical properties: 1 H Nuclear magnetic resonance spectrum (delta, CDCl3): 2.50 (s, 3H), 2.8-3.0 (m, 4H), 3.55-3.75 (m, 2H) Mass spectrum (EI): m/z 232, 234 (M+)

12
2-bromo-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine trifluoroacetate [ No CAS ]
[ 143150-92-9 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide; formaldehyd; sodium tris(acetoxy)borohydride; acetic acid; triethylamine; In dichloromethane;	[Referential Example 12] 2-Bromo-5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]-pyridine: 2-Bromo-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine trifluoroacetate (422 mg) was suspended in dichloromethane (10 ml), triethylamine (0.356 ml) was added, and the mixture was stirred at room temperature for 15 minutes. Acetic acid (0.216 ml) and an aqueous solution (35% solution, 0.202 ml) of formaldehyde were added to the reaction mixture, and the resultant mixture was stirred at room temperature for 2 minutes. Sodium triacetoxyborohydride (428 mg) was added to the reaction mixture, and the resultant mixture was stirred at room temperature for 1 hour. A 1N aqueous solution (10 ml) of sodium hydroxide was added to the reaction mixture and an organic layer was separated. After the organic layer was dried over anhydrous sodium sulfate, the solvent wasdistilled off under reduced pressure. The residue was purified by column chromatography on silica gel (dichloromethane:methanol = 100:1) to obtain the title compound (286 mg) as a pale brown oil. 1H-NMR (CDCl3) delta: 2.49(3H,s), 2.79(2H,t,J=5.8Hz), 2.88-2.93(2H,m), 3.58(2H,s). MS (FAB) m/z: 233(M+H)+.

Reference： [1]Patent: EP1270557,2003,A1

13
[ 143150-92-9 ]
6-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine-2-carboxylic acid lithium salt [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With n-butyllithium; In diethyl ether;	[Referential Example 13] Lithium 5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]-pyridine-2-carboxylate: 2-Bromo-5-methyl-4,5,6,7-tetrahydrothiazolo-[5,4-c]pyridine (531 mg) was dissolved in absolute diethyl ether (20 ml), n-butyllithium (1.54N hexane solution, 1.63 ml) was added dropwise at -78C, and the mixture was stirred for 30 minutes with ice cooling. After passing carbon dioxide into the reaction mixture at -78C for 1 hour, the mixture was warmed to room temperature. The reaction mixture was concentrated under reduced pressure to obtain the title compound (523 mg) as a pale brown solid. 1H-NMR (DMSO-d6) delta: 2.37(3H,s), 2.64-2.77(4H,m), 3.54(2H,s) MS (FAB) m/z: 199(M+H)+.
	With n-butyllithium; In diethyl ether;	REFERENTIAL EXAMPLE 10 Lithium 5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]-pyridine-2-carboxylate: The compound (531 mg) obtained in Referential Example 9 was dissolved in absolute diethyl ether (20 ml), n-butyllithium (1.54N hexane solution, 1.63 ml) was added dropwise at -78 C., and the mixture was stirred for 30 minutes with ice cooling. After passing carbon dioxide into the reaction mixture at -78 C. for 10 minutes, the mixture was warmed to room temperature. The reaction mixture was concentrated under reduced pressure to obtain the title compound (523 mg). 1H-NMR (DMSO-d6) delta: 2.37(3H,s), 2.64-2.85(4H,m), 3.54(2H,s).

Reference： [1]Patent: EP1270557,2003,A1
[2]Patent: US2005/20645,2005,A1

14
2-bromo-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine trifluoroacetate [ No CAS ]
sodium hydrogencarbonate, methylene chloride [ No CAS ]
[ 143150-92-9 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide; formaldehyd; sodium tris(acetoxy)borohydride; acetic acid; triethylamine; In dichloromethane;	REFERENTIAL EXAMPLE 9 2-Bromo-5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]-pyridine: The compound (422 mg) obtained in Referential Example 8 was suspended in methylene chloride (10 ml), and triethylamine (0.356 ml) was added to make a solution. Acetic acid (0.216 ml), an aqueous solution (35% solution, 0.202 ml) of formaldehyde and sodium triacetoxyborohydride (428 mg) were successively added to the solution, and the resultant mixture was stirred at room temperature for 1 hour. A saturated aqueous solution (100 ml) of sodium hydrogencarbonate, methylene chloride (100 ml) and a 3N aqueous solution (3 ml) of sodium hydroxide were added to the reaction mixture to conduct liquid separation. After an organic layer was dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure. The residue was purified by column chromatography on silica gel (methylene chloride:methanol=100:3) to obtain the title compound (286 mg). 1H-NMR (CDCl3) delta: 2.49(3H,s), 2.79(2H,t,J=5.7 Hz), 2.85-2.93(2H,m), 3.58(2H,t,J=1.8 Hz). MS (FAB) m/z: 233(M+H)+.

Reference： [1]Patent: US2005/20645,2005,A1

15
[ 1445-73-4 ]
[ 143150-92-9 ]

Reference： [1]Patent: US2013/144061,2013,A1
[2]Patent: US2017/50983,2017,A1
[3]Patent: CN109942600,2019,A

16
[ 503614-56-0 ]
[ 143150-92-9 ]
1-(4-methoxyphenyl)-6-(5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine-2-yl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
58%	With tetrakis(triphenylphosphine) palladium(0); caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In N,N-dimethyl-formamide; at 125℃; for 5.5h;Sealed tube;	Sequentially adding to the sealing tube 1 - (4-methoxyphenyl) - 7-oxo -4, 5, 6, 7-tetrahydro -1H-pyrazolo [3,4-c] pyridine-3-carboxylic acid ethyl ester (100 mg, 0 . 317mmol), 2-bromo-5-methyl -4, 5, 6, 7-tetrahydro-thiazolo [5,4-c] pyridine (88 mg, 0 . 38mmol), cesium carbonate (91 mg, 0 . 475mmol), 4,5-didiphenyl-phosphine -9,9-dimethyl-xanthene (36 mg, 0 . 03mmol) and N, N-dimethyl formamide (5 ml), sets at the air change 15 minutes, then adding 43 phenyl phosphorus palladium (0) (40 mg, 0 . 032mmol), in sets at the air change 15 minutes, sealing, heating to 125 C stirring 5 hours. Cooling to room temperature, filtered, the filtrate at reduced pressure for evaporating the solvent, the crude product purification column chromatography (dichloromethane/methanol (v/v)=100/1), obtaining light yellow solid (82 mg, 58%).

Reference： [1]Patent: CN104311574,2016,B .Location in patent: Paragraph 0159- 0162

17
[ 143150-92-9 ]
(S)-5-(aminomethyl)-3-(5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridin-2-yl)oxazolidin-2-one [ No CAS ]

Reference： [1]Patent: CN104497008,2016,B

18
[ 143150-92-9 ]
(S)-5-chloro-N-((3-(5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridin-2-yl)-2-oxooxazolidin-5-yl)methyl)thiophene-2-carboxamide [ No CAS ]

Reference： [1]Patent: CN104497008,2016,B

19
[ 352524-58-4 ]
[ 143150-92-9 ]
(S)-2-((3-(5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridin-2-yl)-2-oxooxazolidin-5-yl)methyl)isoindoline-1,3-dione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
13%	With tetrakis(triphenylphosphine) palladium(0); caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In N,N-dimethyl-formamide; at 125℃; for 6h;Inert atmosphere;	Under nitrogen, to a sealed tank 50mL sequentially added (R)-2-((2-oxooxazolidin-5-yl)methyl)isoindoline-1,3-dione (1.77g,7.20mmol), <strong>[143150-92-9]2-bromo-5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine</strong> (1.40g, 6.00mmol), cesium carbonate (2.93g,9.00mmol ), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (694mg, 1.20mmol), tetrakis (triphenylphosphine) palladium(693mg, 0.6mmol) and DMF (50 mL), heated to 125 C for 6 hours. Cooled to room temperature, water (20mL), (30mL × 3) andextracted with ethyl acetate. The combined organic phases, Successively washed with water (20mL×2), saturated brine (40mL), dried over anhydrous sodium sulfate. Filter, evaporate the solvent, the crude product was purified by column chromatography (petroleum ether/ethyl acetate (v/v)=1/1), as a white solid (300mg, 13%).

Reference： [1]Patent: CN104497008,2016,B .Location in patent: Paragraph 0230; 0232; 0233

20
[ 143150-92-9 ]
5-methyl-4,5,6,7-tetrahydro[1,3]thiazolo[5,4-c]pyridine-2-carboxylic acid phenyl ester [ No CAS ]

Reference： [1]Patent: US2017/50983,2017,A1
[2]Patent: US2017/50983,2017,A1

21
[ 143150-92-9 ]
5-methyl-4,5,6,7-tetrahydro[1,3]thiazolo[5,4-c]pyridine-2-carboxylic acid methyl ester [ No CAS ]

Reference： [1]Patent: US2017/50983,2017,A1

22
[ 143150-92-9 ]
5-methyl-4,5,6,7-tetrahydro[1,3]thiazolo[5,4-c]pyridine-2-carboxylic acid [ No CAS ]

Reference： [1]Patent: US2017/50983,2017,A1

23
[ 143150-92-9 ]
edoxaban [ No CAS ]

Reference： [1]Patent: US2017/50983,2017,A1
[2]Patent: US2017/50983,2017,A1
[3]Patent: US2017/50983,2017,A1
[4]Patent: US2017/50983,2017,A1
[5]Patent: CN109942600,2019,A

24
[ 143150-92-9 ]
5-methyl-4,5,6,7-tetrahydro[1,3]thiazolo[5,4-c]pyridine-2-carboxylic acid 2,4,6-trichlorophenyl ester [ No CAS ]

Reference： [1]Patent: US2017/50983,2017,A1

25
[ 124-38-9 ]
[ 143150-92-9 ]
2C₈H₉N₂O₂S^(1-)*Mg⁽²⁺⁾ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
38.5%		To dry and clean 1L four-necked flask was added 500ml of tetrahydrofuran,Water (KF) ?0.05%With stirring, 50.0 g (0.21 mol) of the bromo compound of the formula 2,After stirring 10min cooled to -15 ~ -5 ,162.0 g (0.32 mol) of isopropylmagnesium chloride format reagent (Formula 3) was added dropwise to the system at a controlled temperature of -15 to -5 C,Insulation 0.5h sampling TLC no trace of raw materials left,Then the reaction system was cooled to -20 ~ -10 ,Temperature control liquid under the access of gas CO2 insulation reaction 3 ~ 6h,Sample tracking until the intermediate is no longer converted,Warmed to 35 ~ 45 C, concentrated to remove tetrahydrofuran,Add 200ml of tap water to the system,200ml ethyl acetate was stirred for 0.5h,After filtration and salt separation,The aqueous phase is extracted twice more with 250 ml of methylene chloride,Stay aqueous phase, the aqueous phase was cooled to 10 ~ 15 ,27.7 g (0.27 mol) of concentrated hydrochloric acid was added dropwise,Add concentrated hydrochloric acid to adjust pH = 1 ~ 2,A class of white solid precipitation, 10 ~ 15 insulation 1h filtered to give the formula 1 product,40 ~ 50 drying to obtain a white solid 23.2g. Yield 47%.

Reference： [1]Patent: CN106986883,2017,A .Location in patent: Paragraph 0007; 0014-0019

26
[ 89580-42-7 ]
[ 143150-92-9 ]

Reference： [1]Patent: CN109942600,2019,A

27
2-amino-5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine dihydrobromide [ No CAS ]
[ 259809-24-0 ]
[ 143150-92-9 ]

Yield	Reaction Conditions	Operation in experiment
70.2%	With hydrogen bromide; sodium nitrite; In water; at 10 - 25℃; for 3h;	Add 2500g of water to the reaction flask. Add 1275g (~7.576mol) of 48% hydrobromic acid aqueous solution, Add 500g (1.510mol) 109C2-10, After stirring evenly, 17.5 g (78.35 mmol) of copper bromide was added. Temperature control does not exceed 10 C, A solution of 156 g (2.266 mol) of sodium nitrite / 750 g of water was added dropwise. After the addition is completed, The heat preservation was carried out for 3 hr between 20 and 25 C. After the reaction is completed, Temperature control does not exceed 20 C, a solution prepared by dissolving 410 g (10.25 mol) of sodium hydroxide and 820 g of water, Regulating system pH?13; Extracted three times with toluene (1500 g × 3); All the organic phases were combined, dried over anhydrous sodium sulfate, filtered, and then filtered and evaporated. The brown oily residue 109C3-00 was obtained in an amount of about 247 g (containing about 10 to 10% of 109C4-00, theoretical amount: 352.1 g). The yield was 70.2%.

Reference： [1]Patent: CN109942600,2019,A .Location in patent: Paragraph 0190-0192

28
[ 143150-92-9 ]
[ 259809-24-0 ]

Yield	Reaction Conditions	Operation in experiment
89.5%	With sodium dithionite; In ethanol; water; at 50 - 70℃;	Add 245g (1.051mol) 109C3-00 to the reaction flask. Add 630g of ethanol, Stir, Heating to between 50 and 55 C; Temperature control does not exceed 65 C, A solution of 376 g (2.159 mol) of sodium dithionite and 1500 g of water was added dropwise; After the completion of the dropwise addition, the temperature is maintained at 65 to 70 C, and the reaction is about 16 to 20 hr. After the reaction is completed, the ethanol is concentrated under reduced pressure; The obtained residue is cooled to 20 to 25 C, a solution prepared by formulating 88 g (2.200 mol) of sodium hydroxide and 175 g of water to adjust the system pH=14; Extracted four times with toluene (750g × 4); The organic phase was combined, dried over anhydrous sodium sulfate, filtered, and then filtered and filtered, and the filtrate was collected, and the filtrate was concentrated to give an oily residue 109 C4-00 about 145 g (theoretical amount: 162.1 g; The residue obtained can be used in the subsequent reaction without purification). The yield was 89.5%.

Reference： [1]Patent: CN109942600,2019,A .Location in patent: Paragraph 0193-0195

29
[ 143150-92-9 ]
2,2,2-trichloro-1-(4,5,6,7-tetrahydro-5-methylthiazolo[5,4-c]pyridin-2-yl)ethanone [ No CAS ]

Reference： [1]Patent: CN109942600,2019,A

30
[ 143150-92-9 ]
5-methyl-4,5,6,7-tetrahydro[1,3]thiazolo[5,4-c]pyridine-2-carboxylic acid hydrochloric acid salt [ No CAS ]

Reference： [1]Patent: CN109942600,2019,A

31
[ 143150-92-9 ]
sodium 4,5,6,7-tetrahydro-5-methylthiazolo[5,4-c]pyridin-2-carboxylate [ No CAS ]

Reference： [1]Patent: CN109942600,2019,A

32
[ 143150-92-9 ]
[(1S,2R,4S)-4-[(dimethylamino)carbonyl]-2-[[(4,5,6,7-tetrahydro-5-methylthiazolo[5,4-c]pyridine -2-yl)carbonyl]amino]cyclohexyl]carbamic acid tert-butyl ester [ No CAS ]

Reference： [1]Patent: CN109942600,2019,A

33
[ 143150-92-9 ]
N-[(1R,2S,5S)-2-amino-5-[(dimethylamino)carbonyl]cyclohexyl]-4,5,6,7-tetrahydro-5-methylthiazolo[5 ,4-c]pyridin-2-carboxamide dihydrochloride [ No CAS ]

Reference： [1]Patent: CN109942600,2019,A

34
[ 143150-92-9 ]
[ 480449-71-6 ]

Reference： [1]Patent: CN109942600,2019,A

Same Skeleton Products

Related Products

Historical Records

Pharmaceutical Intermediates of
[ 143150-92-9 ]

Edoxaban Related Intermediates

[ 98400-69-2 ]

4-(Boc-Amino)pyridine

[ 1779-49-3 ]

Methyltriphenylphosphonium bromide

[ 273-70-1 ]

Thiazolo[5,4-c]pyridine

[ 365996-05-0 ]

tert-Butyl 2-amino-6,7-dihydrothiazolo[5,4-c]pyridine-5(4H)-carboxylate

[ 79099-07-3 ]

1-Boc-4-Piperidone

Related Functional Groups of
[ 143150-92-9 ]

Bromides

[ 949922-52-5 ]

2-Bromo-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine hydrochloride

Similarity: 0.97

[ 1035219-96-5 ]

2-Bromo-6,7-dihydrothiazolo[5,4-c]pyridin-4(5H)-one

Similarity: 0.83

[ 365996-06-1 ]

tert-Butyl 2-bromo-6,7-dihydrothiazolo[5,4-c]pyridine-5(4H)-carboxylate

Similarity: 0.77

[ 496062-16-9 ]

2-Bromo-4-(2-hydroxyethyl)-5-methylthiazole

Similarity: 0.75

[ 1379295-90-5 ]

2-Bromo-4,5,6,7-tetrahydrobenzo[d]thiazol-6-amine

Similarity: 0.74

Related Parent Nucleus of
[ 143150-92-9 ]

Other Aromatic Heterocycles

[ 949922-52-5 ]

2-Bromo-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine hydrochloride

Similarity: 0.97

[ 259809-24-0 ]

5-Methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine

Similarity: 0.87

[ 1035219-96-5 ]

2-Bromo-6,7-dihydrothiazolo[5,4-c]pyridin-4(5H)-one

Similarity: 0.83

[ 365996-06-1 ]

tert-Butyl 2-bromo-6,7-dihydrothiazolo[5,4-c]pyridine-5(4H)-carboxylate

Similarity: 0.77

[ 124458-27-1 ]

4,5,6,7-Tetrahydro-2-methylthiazolo[5,4-c]pyridine

Similarity: 0.75

Ghs Precautionary Statements

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
{[ item.p_purity ]}	{[ item.pr_size ]}	{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}	{[ getRatePrice(item.pr_usd, 1,1) ]}	Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]}	{[ item.pr_usastock ]}	Inquiry -	{[ item.pr_chinastock ]}	Inquiry -

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 143150-92-9 ] {[proInfo.proName]}

Quality Control of [ 143150-92-9 ]

Related Doc. of [ 143150-92-9 ]

Product Details of [ 143150-92-9 ]

Calculated chemistry of [ 143150-92-9 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 143150-92-9 ]

Application In Synthesis of [ 143150-92-9 ]

[ 143150-92-9 ] Synthesis Path-Upstream 1~8

[ 143150-92-9 ] Synthesis Path-Downstream 1~34

Pharmaceutical Intermediates of [ 143150-92-9 ]

Edoxaban Related Intermediates

Related Functional Groups of [ 143150-92-9 ]

Bromides

Related Parent Nucleus of [ 143150-92-9 ]

Other Aromatic Heterocycles

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Pharmaceutical Intermediates of
[ 143150-92-9 ]

Related Functional Groups of
[ 143150-92-9 ]

Related Parent Nucleus of
[ 143150-92-9 ]