[ CAS No. 1211520-71-6 ] {[proInfo.proName]}

Name: 1211520-71-6|2,5-Dibromo-4-methoxypyridine|97%
Brand: Ambeed
SKU: A272744
Price: 23.0 USD
Availability: InStock
Rating: 91 (27 reviews)

,{[proInfo.pro_purity]}

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

DV 2D 3D

3d Animation Molecule Structure of 1211520-71-6

Structure of 1211520-71-6 * 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 [ 1211520-71-6 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 1211520-71-6 ]

SDS Specification

Alternatived Products of [ 1211520-71-6 ]

Product Details of [ 1211520-71-6 ]

CAS No. :	1211520-71-6	MDL No. :	MFCD18255776
Formula :	C₆H₅Br₂NO	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	DJDWOEGZGVBCMN-UHFFFAOYSA-N
M.W :	266.92	Pubchem ID :	74891127
Synonyms :

Calculated chemistry of [ 1211520-71-6 ]

Physicochemical Properties

Num. heavy atoms :	10
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.17
Num. rotatable bonds :	1
Num. H-bond acceptors :	2.0
Num. H-bond donors :	0.0
Molar Refractivity :	46.13
TPSA :	22.12 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) :	-6.12 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.32
Log Po/w (XLOGP3) :	2.54
Log Po/w (WLOGP) :	2.62
Log Po/w (MLOGP) :	1.67
Log Po/w (SILICOS-IT) :	2.71
Consensus Log Po/w :	2.37

Druglikeness

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

Water Solubility

Log S (ESOL) :	-3.47
Solubility :	0.0898 mg/ml ; 0.000336 mol/l
Class :	Soluble
Log S (Ali) :	-2.65
Solubility :	0.596 mg/ml ; 0.00223 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.86
Solubility :	0.037 mg/ml ; 0.000139 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	1.97

Safety of [ 1211520-71-6 ]

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 [ 1211520-71-6 ]

* 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.

Downstream synthetic route of [ 1211520-71-6 ]

[ 1211520-71-6 ] Synthesis Path-Downstream 1~21

1
[ 10201-73-7 ]
[ 1211520-71-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: N-Bromosuccinimide / acetonitrile / 1 h / 0 - 20 °C 2.1: sodium nitrite; hydrogen bromide / water / 0.5 h / -10 °C 2.2: 2 h

Reference： [1]Current Patent Assignee: SHOUYAO HOLDINGS BEIJING CO LTD; SINO BIOPHARMACEUTICAL LIMITED - EP2952510, 2015, A1

2
[ 1232431-11-6 ]
2,5-dibromo-4-methoxypyridine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
52%		Step 4: 2,5-dibromo-4-methoxypyridine 5-Bromo-4-methoxy-2-aminopyridine (20.3 g, 100 mmol) was dissolved in 40% HBr (60 mL) and water (40 mL) at -10C under stirring, and then a solution of NaNO2 (17.3 g, 250 mmol) in water (25 mL) was added. The mixture was stirred at low temperature for 30 minutes. Liquid bromine (48.0 g, 300 mmol) was added, and stirring was continued for 2 hours. Concentrated NaOH was added to adjust the pH value to greater than 12, and then the resultant was extracted by ethyl acetate. The extract was dried, concentrated, and purified by silica gel column chromatography to give 2,5-dibromo-4-methoxypyridine (13.8 g, 52% yield). MS m/z [ESI]: 267.9 [M+1].

Reference： [1]Patent: EP2952510,2015,A1 .Location in patent: Paragraph 0144

3
[ 1211520-71-6 ]
[ 286961-14-6 ]
[ 1621519-76-3 ]

Yield	Reaction Conditions	Operation in experiment
42%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate In 1,4-dioxane; water at 100℃; Inert atmosphere;	Step 5: tert-butyl 4-(5-bromo-4-methoxypyridin-2-yl)-5,6-dihydropyridin-1(2H)-carboxylate Step 5: tert-butyl 4-(5-bromo-4-methoxypyridin-2-yl)-5,6-dihydropyridin-1(2H)-carboxylate Tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridin-1(2H)-carboxylate (3.09g, 10 mol), 2,5-dibromo-4-methoxypyridine (2.67 g, 10 mmol), Pd(PPh3)4 (578 mg, 0.5 mmol), and K2CO3 (3.34 g, 24 mmol) were added to 1,4-dioxane (50 mL) and water (10 mL) and purged with nitrogen. The resultant was stirred at 100°C overnight. After the resultant was cooled, it was purified by silica gel column chromatography to give tert-butyl 4-(5-bromo-4-methoxypyridin-2-yl)-5,6-dihydropyridin-1(2H)-carboxylate (1.55 g, 42% yield). MS m/z [ESI]: 369.1 [M+1]. 1H-NMR (400 MHz, CDCl3):δ= 8.49(s, 1H), 7.26 (s, 1H), 6.58 (s, 1H), 4.13 (t, 2H), 3.97 (s, 3H), 2.62 (d, 2H), 1.49 (s, 9H).

Reference： [1]Current Patent Assignee: SHOUYAO HOLDINGS BEIJING CO LTD; SINO BIOPHARMACEUTICAL LIMITED - EP2952510, 2015, A1 Location in patent: Paragraph 0145

4
[ 1033203-55-2 ]
[ 74-88-4 ]
[ 1211520-71-6 ]

Yield	Reaction Conditions	Operation in experiment
35%	With potassium carbonate In N,N-dimethyl-formamide at 40℃; for 4h;	To a mixture of 2,5-dibromopyridin-4-ol 36 (2.00 g, 7.91 mmol) and K2CO3 (2.19 g, 15.8 mmol) in DMF (25 ml), iodomethane (1.48 g, 8.70 mmol) was added. The mixture was stirred at 40°C for 4 h before it was diluted with EA and washed with water followed by brine. The organic extract was dried over MgSO4, filtered and concentrated. The crude product was purified by CC on silica gel eluting with heptane:EA4:1 to give 2,5-dibromo-4-methoxypyridine 37 (730 mg, 35%) as a pale yellow oil

Reference： [1]Bolli, Martin H.; Lescop, Cyrille; Birker, Magdalena; De Kanter, Ruben; Hess, Patrick; Kohl, Christopher; Nayler, Oliver; Rey, Markus; Sieber, Patrick; Velker, Jörg; Weller, Thomas; Steiner, Beat [European Journal of Medicinal Chemistry, 2016, vol. 115, p. 326 - 341]

5
[ 1211520-71-6 ]
[ 2149634-75-1 ]
[ 1903790-57-7 ]

Yield	Reaction Conditions	Operation in experiment
70%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; triphenylphosphine In 1,4-dioxane; water at 90℃; for 3h; Inert atmosphere; regioselective reaction;	To a solution of 2,5-dibromo-4-methoxypyridine 37 (730 mg, 2.73 mmol) in dioxane (10 mL) and 2 M aq. K2CO3 (5 mL), 2,4,6-trivinyl-1,3,5,2,4,6-trioxatriborinane pyridine complex [1] (242 mg, 0.96 mmol) followed by PPh3 (84 mg, 0.52 mmol) was added. The mixture was degassed and put under N2 atmosphere before Pd(PPh3)4 (59 mg, 51 mol) was added. The mixture was stirred at 90°C for 3 h before it was cooled to rt, diluted with water and extracted twice with EA. The combined organic extracts were dried over MgSO4, filtered and concentrated. The crude product was purified by CC on silica gel eluting with hepatene:EA 3:1 to give 5-bromo-3-methoxy-2-vinylpyridine 38 (410 mg, 70%) as a pale yellow oil

6
[ 624-28-2 ]
[ 1211520-71-6 ]