[ CAS No. 1122-43-6 ] {[proInfo.proName]}

Name: 1122-43-6|2,6-Dimethyl-3-hydroxypyridine|98%
Brand: Ambeed
SKU: A100550
Price: 5.0 USD
Availability: InStock
Rating: 93 (27 reviews)

,{[proInfo.pro_purity]}

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

DV 2D 3D

3d Animation Molecule Structure of 1122-43-6

Structure of 1122-43-6 * 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 [ 1122-43-6 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 1122-43-6 ]

SDS Specification

Alternatived Products of [ 1122-43-6 ]

Product Details of [ 1122-43-6 ]

CAS No. :	1122-43-6	MDL No. :	MFCD00228692
Formula :	C₇H₉NO	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	AMQJAKKATFMFTR-UHFFFAOYSA-N
M.W :	123.15	Pubchem ID :	70732
Synonyms :

Calculated chemistry of [ 1122-43-6 ]

Physicochemical Properties

Num. heavy atoms :	9
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.29
Num. rotatable bonds :	0
Num. H-bond acceptors :	2.0
Num. H-bond donors :	1.0
Molar Refractivity :	36.19
TPSA :	33.12 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.13 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.44
Log Po/w (XLOGP3) :	1.3
Log Po/w (WLOGP) :	1.4
Log Po/w (MLOGP) :	0.49
Log Po/w (SILICOS-IT) :	1.78
Consensus Log Po/w :	1.28

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-1.92
Solubility :	1.49 mg/ml ; 0.0121 mol/l
Class :	Very soluble
Log S (Ali) :	-1.6
Solubility :	3.12 mg/ml ; 0.0254 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-2.18
Solubility :	0.816 mg/ml ; 0.00662 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.26

Safety of [ 1122-43-6 ]

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 [ 1122-43-6 ]

* 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.

Upstream synthesis route of [ 1122-43-6 ]
Downstream synthetic route of [ 1122-43-6 ]

[ 1122-43-6 ] Synthesis Path-Upstream 1~12

1
[ 77902-90-0 ]
[ 79-10-7 ]
[ 75-05-8 ]
[ 1122-43-6 ]

Reference： [1] Journal of Organic Chemistry, 2014, vol. 79, # 3, p. 1303 - 1319

2
[ 1193-79-9 ]
[ 1122-43-6 ]

Reference： [1] Patent: US2636882, 1950, ,
[2] Chemical and Pharmaceutical Bulletin, 1991, vol. 39, # 1, p. 181 - 183
[3] Patent: US2636882, 1953, ,

3
[ 143936-77-0 ]
[ 1122-43-6 ]

Reference： [1] Journal of the American Chemical Society, 1949, vol. 71, p. 2968,2971

4
[ 14187-25-8 ]
[ 1122-43-6 ]

Reference： [1] Journal of the American Chemical Society, 1949, vol. 71, p. 2968,2971

5
[ 73750-15-9 ]
[ 1122-43-6 ]

Reference： [1] Chemical and Pharmaceutical Bulletin, 1991, vol. 39, # 1, p. 181 - 183

6
[ 3430-33-9 ]
[ 1122-43-6 ]

Reference： [1] Chemische Berichte, 1939, vol. 72, p. 577,579
[2] Yakugaku Zasshi, 1941, vol. 61, p. 230,232; dtsch. Ref. Nr. 6, S. 91, 94[3] Chem.Abstr., 1951, p. 2941
[4] Chemische Berichte, 1939, vol. 72, p. 577,579
[5] Yakugaku Zasshi, 1941, vol. 61, p. 230,232; dtsch. Ref. Nr. 6, S. 91, 94[6] Chem.Abstr., 1951, p. 2941

7
[ 15513-52-7 ]
[ 1122-43-6 ]

Reference： [1] Yakugaku Zasshi, 1941, vol. 61, p. 230,232; dtsch. Ref. Nr. 6, S. 91, 94[2] Chem.Abstr., 1951, p. 2941
[3] Chemische Berichte, 1939, vol. 72, p. 577,579

8
[ 64270-99-1 ]
[ 1122-43-6 ]

Reference： [1] Chemical and Pharmaceutical Bulletin, 1991, vol. 39, # 1, p. 181 - 183

9
[ 98280-34-3 ]
[ 1122-43-6 ]

Reference： [1] Journal of the Chemical Society, 1957, p. 560,562

10
[ 1121-78-4 ]
[ 1122-43-6 ]

Reference： [1] Journal of the Chemical Society, 1957, p. 560,562

11
[ 42097-42-7 ]
[ 1122-43-6 ]

Reference： [1] Journal of the Chemical Society, 1957, p. 560,562

12
[ 108-48-5 ]
[ 1122-43-6 ]

Reference： [1] Chemische Berichte, 1939, vol. 72, p. 577,579

[ 1122-43-6 ] Synthesis Path-Downstream 1~81

1
[ 1193-79-9 ]
[ 1122-43-6 ]

Reference： [1]Chemical and Pharmaceutical Bulletin,1991,vol. 39,p. 181 - 183
[2]Patent: US2636882,1953,

2
[ 1122-43-6 ]
[ 80-48-8 ]
[ 857236-61-4 ]

Reference： [1]Journal of Organic Chemistry,1955,vol. 20,p. 774,776

3
[ 1122-43-6 ]
[ 77-78-1 ]
[ 113650-72-9 ]

Reference： [1]Patent: US2745837,1954,

4
[ 1122-43-6 ]
[ 77-78-1 ]
[ 110244-64-9 ]

Reference： [1]Patent: US2745837,1954,

5
[ 1122-43-6 ]
[ 79-44-7 ]
dimethyl-carbamic acid-(2,6-dimethyl-[3]pyridyl ester) [ No CAS ]

Reference： [1]Journal of the American Chemical Society,1951,vol. 73,p. 1210,1214

6
[ 3430-33-9 ]
[ 1122-43-6 ]

Reference： [1]Chemische Berichte,1939,vol. 72,p. 577,579
[2]Chemische Berichte,1939,vol. 72,p. 577,579

7
[ 98280-34-3 ]
[ 1122-43-6 ]

Reference： [1]Journal of the Chemical Society,1957,p. 560,562

8
2-bromomethyl-6-methyl-pyridin-3-ol; hydrobromide [ No CAS ]
[ 1122-43-6 ]

Reference： [1]Journal of the American Chemical Society,1951,vol. 73,p. 1210,1214

9
[ 143936-77-0 ]
[ 1122-43-6 ]

Reference： [1]Journal of the American Chemical Society,1949,vol. 71,p. 2968,2971

10
[ 1122-43-6 ]
[ 107-14-2 ]
(2,6-Dimethyl-pyridin-3-yloxy)-acetonitrile [ No CAS ]

Reference： [1]Pharmaceutical Chemistry Journal,1990,vol. 24,p. 627 - 632
Khimiko-Farmatsevticheskii Zhurnal,1990,vol. 24,p. 28 - 32

11
[ 1122-43-6 ]
[ 30810-22-1 ]

Reference： [1]Chemistry of Heterocyclic Compounds,1980,vol. 16,p. 264 - 271
Khimiya Geterotsiklicheskikh Soedinenii,1980,vol. 16,p. 354 - 362

12
[ 64270-99-1 ]
[ 1122-43-6 ]

Reference： [1]Chemical and Pharmaceutical Bulletin,1991,vol. 39,p. 181 - 183

15
[ 1122-43-6 ]
H₂ [ No CAS ]
[ 118400-04-7 ]

Reference： [1]Liebigs Annalen der Chemie,1989,p. 255 - 262

16
[ 1122-43-6 ]
[ 132401-89-9 ]

Reference： [1]Pharmaceutical Chemistry Journal,1990,vol. 24,p. 627 - 632
Khimiko-Farmatsevticheskii Zhurnal,1990,vol. 24,p. 28 - 32

17
[ 73750-15-9 ]
[ 1122-43-6 ]

Reference： [1]Chemical and Pharmaceutical Bulletin,1991,vol. 39,p. 181 - 183

18
[ 1121-78-4 ]
[ 1122-43-6 ]

Reference： [1]Journal of the Chemical Society,1957,p. 560,562

19
[ 42097-42-7 ]
[ 1122-43-6 ]

Reference： [1]Journal of the Chemical Society,1957,p. 560,562

20
[ 15513-52-7 ]
[ 1122-43-6 ]

Reference： [1]Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan,1941,vol. 61,p. 230,232; dtsch. Ref. Nr. 6, S. 91, 94
Chem.Abstr.,1951,p. 2941
[2]Chemische Berichte,1939,vol. 72,p. 577,579

21
[ 14187-25-8 ]
[ 1122-43-6 ]

Reference： [1]Journal of the American Chemical Society,1949,vol. 71,p. 2968,2971

22
[ 108-48-5 ]
[ 1122-43-6 ]

Reference： [1]Chemische Berichte,1939,vol. 72,p. 577,579

23
[ 1122-43-6 ]
[ 35654-56-9 ]
4-(2,6-dimethyl-pyridin-3-yloxy)-6,7-dimethoxy-quinoline [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
83%	With dmap; In 1,2-dichloro-benzene; at 130℃;	Compound 209: 4-(2,6-Dimethyl-pyrridin-3-yloxy)-6,7-dimethoxy-quinoline; <strong>[1122-43-6]2,6-Dimethylpyridin-3-ol</strong> (165 mg), 4-chloro-6,7-dimethoxyquinoline (100 mg), and 4-(N,N-dimethylamino)-pyridine (164 mg) were dissolved in 1,2-dichlorobenzene (4.5 ml) to prepare a solution which was then stirred at 130C overnight. The reaction solution was cooled to room temperature, and the solvent was then removed by distillation under the reduced pressure. Water was added to the residue, the mixture was extracted with ethyl acetate, and the ethyl acetate layer was then washed with water and was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by column chromatography using hexane-acetone to give the title compound (116 mg, yield 83%). 1H-NMR (CDCl3, 400 MHz): delta 2.41 (s, 3H), 2.60 (s, 3H), 4.08 (s, 6H), 6.30 (d, J = 5.6 Hz, 1H), 7.12 (d, J = 8.3 Hz, 1H), 7.33 (d, J = 8.3 Hz, 1H), 7.56 (s, 1H), 7.59 (s, 1H), 8.47 (d, J = 5.6 Hz, 1H) Mass spectrometric value (ESI-MS, m/z): 311 (M+1)+

Reference： [1]Patent: EP1548008,2005,A1 .Location in patent: Page/Page column 117

24
[ 1122-43-6 ]
[ 923291-99-0 ]
[ 923292-01-7 ]

Yield	Reaction Conditions	Operation in experiment
31%	With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; for 1.0h;	D. [5-(4-Fluorophenylcarbamoyl)pyrimidin-2-yloxy]acetic acid 2,6-dimethyl-pyridin-3-yl ester A mixture of [5-(4-fluorophenylcarbamoyl)pyrimidin-2-yloxy]acetic acid methyl ester (prepared above, 50 mg, 0.17 mmol), <strong>[1122-43-6]2,6-dimethyl-pyridin-3-ol</strong> (21 mg, 0.17 mmol) and DMAP (41 mg, 0.34 mmol) were slurried in dichloromethane. The solution was treated with (3-dimethylamino-propyl)-ethyl-carbodiimide (EDC) (54 mg, 0.28 mmol). After 1 h, thin layer chromatography indicated complete conversion. The reaction mixture was quenched with 10 mL 1 M HCl(aq) and 30 mL dichloromethane. The phases were partitioned, and the aqueous phase extracted with 5 mL dichloromethane. The organic phases were combined and sequentially washed with 10 mL portions of 0.1 M HCl(aq), saturated. NaHCO3(aq) and brine. The organic layer was dried using Na2SO4, filtered and concentrated. The resulting 31 mg of off-white solid was chromatographed over SiO2 (5% methanol/dichloromethane) to yield 21 mg (31%) of the titled compound. ESI-MS z/z 397 (MH+), 395 (M-H-).

Reference： [1]Patent: US7176310,2007,B1 .Location in patent: Page/Page column 37

25
[ 26452-80-2 ]
[ 1122-43-6 ]
[ 1117684-37-3 ]

Yield	Reaction Conditions	Operation in experiment
53%	With sodium hydride; In N,N-dimethyl-formamide; at 20 - 100℃; for 2.33333h;	To a suspension of NaH (60% dispersion in mineral oil, 0.136 g) in DMF (5 mL) was added sequentially a solution of <strong>[1122-43-6]2,6-dimethylpyridin-3-ol</strong> (0.209 g), in DMF (2 mL) and 2,4-dichloropyridine (0.3 g) in DMF (3 mL). After stirring for 20 minutes at r.t., the mixture was heated to 100 C. for 2 h. The reaction was then quenched with water. The resulting mixture was partitioned between EtOAc and water. The layers were separated, and the aqueous phase was extracted with EtOAc. The combined organic portions were washed with brine, dried (MgSO4) and concentrated in vacuo. Purification by FCC using a gradient of 0-70% EtOAc in iso-hexane afforded the title compound as a yellow solid; (0.212 g, 53%);

Reference： [1]Patent: US2009/48269,2009,A1 .Location in patent: Page/Page column 62
[2]Journal of Medicinal Chemistry,2009,vol. 52,p. 7901 - 7905

26
[ 1122-43-6 ]
[ 922143-62-2 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydride; In N,N-dimethyl-formamide; at 20℃; for 0.25h;	To a mixture of <strong>[1122-43-6]3-hydroxy-2,6-dimethylpyridine</strong> (20 mg, 0.17 mmol) in DMF (1.4 mL) is added NaH (95%, 5 mg, 0.21 mmol). The mixture is stirred for about 15 minutes before benzylchloride 3a4 (75 mg, 0.14 mmol) is added. The mixture is stirred at RT overnight. Methanol (0.5 mL) and LiOH (60 mg, 1.4 mmol) are added and the mixture is further stirred at RT overnight. The mixture is acidified with AcOH and purified by preparative HPLC to isolate compound 1058.

Reference： [1]Patent: WO2009/18656,2009,A1 .Location in patent: Page/Page column 71

27
[ 1122-43-6 ]
[ 369-34-6 ]
[ 1056461-87-0 ]

Yield	Reaction Conditions	Operation in experiment
92%	With caesium carbonate; In N,N-dimethyl-formamide; at 140℃; for 2.0h;	Description 143-(2-Fluoro-4-nitrophenoxy)- 14)2,6-Dimethyl-pyridin-3-ol (3.0 g, 24.35 mmol) and cesium carbonate (15.87 g, 48.71 mmol) were added to a solution of 3,4-difluoronitrobenzene (3.87 g, 24.35 mmol) in DMF (30 ml). The mixture was heated at 140 0C for 2 hours. After cooling to room temperature it was filtered through diatomaceous earth and the solvent evaporated in vacuo. The crude product was purified by column chromatography (silica gel; 2 % methanol/DCM as eluent) to yield intermediate D14 (5.88 g, 92 %).
92%	With caesium carbonate; In tetrahydrofuran; for 2.0h;Reflux;	To a solution of <strong>[1122-43-6]2,6-dimethyl-3-pyridinol</strong> (3 g, 24.35 mmol) in THF (30 ml) at r.t., were added Cs2CO3 (15.87 g, 48.71 mmol) and 3,4-difluoro-l-nitro-benzene (3.87 g, 24.35 mmol). The reaction mixture was heated at reflux for 2 h. After cooling to r.t. the solids were filtered off and the filtrate was evaporated to dryness. The crude product was purified by column chromatography (silica gel; DCM/7M solution of NH3 in MeOH up to 2% as eluent). The desired fractions were collected and concentrated in vacuo to yield intermediate compound D21 (5.88 g, 92 %).

Reference： [1]Patent: WO2009/33702,2009,A1 .Location in patent: Page/Page column 27
[2]Patent: WO2010/130423,2010,A1 .Location in patent: Page/Page column 57

28
[ 1122-43-6 ]
[ 573675-25-9 ]
[ 1138676-41-1 ]

Yield	Reaction Conditions	Operation in experiment
100%		Example 135; (S)- 1 -(S^3^2.6-dimethylpyridin-3-yloxy'>-5-(pyridin-2-ylthio)pyridin-2-ylamino)- 1.2.4- thiadiazol-3- vHethane- 1.2-diol hydrochloride; Step A: To a 0 C solution of <strong>[1122-43-6]2,6-dimethylpyridin-3-ol</strong> (10g, 81.2 tnmol) in DMF (50ml) was added sodium hydride (60% dispeision in oil, 3.4 g, 85 mmol). After 15 minutes, 5-bromo-3-nitropicolinonitrile (18.5g, 81 mmol) was added and the mixture was allowed to warm slowly to ambient temperature. The reaction mixture was slowly added to 500 mL of rapidly stirring water. A light red solid formed and then the material formed a gum. The gum was extracted into ethyl acetate, and the organics washed with brine, dried over MgSO4 and concentrated in vacuo to afford 5-bromo-3-(2,6-dimethylpyridin-3-yloxy)picolinonitrile (25g, 82 mmol, 101% yield).

Reference： [1]Patent: WO2009/42435,2009,A1 .Location in patent: Page/Page column 79

29
[ 1122-43-6 ]
[ 1147557-62-7 ]
[ 1147552-70-2 ]

Yield	Reaction Conditions	Operation in experiment
96%	With potassium carbonate; In N,N-dimethyl-formamide; at 190℃; for 0.13333299999999998h;	Compound 34C (50 mg, 0.14 mmol), potassium carbonate (39 mg, 0.28 mmol), and<strong>[1122-43-6]2,6-dimethylpyridin-3-ol</strong> (51 mg, 0.42 mmol) were stirred in DMF (2.5 mL). The reaction was purged with nitrogen, sealed in a vial, and then heated in a microwave reactor at 190C for eight minutes on high absorbance. The crude reaction mixture was concentrated in vacuo, redissolved in DCM, and washed with water. The organic phase was dried (Na2SO4) and concentrated in vacuo. The crude reaction mixture was purified using a silica gel cartridge with DCM/methanol (95/5) to provide compound 103 as an off white solid (60 mg, 96%). LCMS: 445.2 (MH').

Reference： [1]Patent: WO2009/55331,2009,A2 .Location in patent: Page/Page column 170

30
[ 1122-43-6 ]
[ 1186482-53-0 ]

Yield	Reaction Conditions	Operation in experiment
	With trifluoromethylsulfonic anhydride; In pyridine;	Example 150 5-[3-(2,4-Bis-trifluoromethyl-phenyl)-6-methyl-pyridin-2-ylmethyl]-2-(2,3-difluoro-phenyl)-5H-imidazo[4,5-d]pyridazine (Compound 336) 2,6-Dimethyl-pyridin-3-ol (1 g) was dissolved in pyridine (20 mL) and triflic anhydride (1.5 mL) was added. After 3 hr of stirring the reaction was evaporated and chromatographed to give quantitatively trifluoro-methanesulfonic acid 2,6-dimethyl-pyridin-3-yl ester.

Reference： [1]Patent: US2009/226398,2009,A1

31
[ 1122-43-6 ]
[ 106-93-4 ]
[ 1034917-55-9 ]

Yield	Reaction Conditions	Operation in experiment
		Example 66; (3R)-1-{2-[(2,6-Dimethylpyridin-3-yl)oxy]ethyl}-3-[2-piperidin-1-yl-2-(2-thienyl)propanoyl]oxy}-1-azoniabicyclo[2.2.2]octane bromide (Isomer 1); a) 3-(2-Bromoethoxy)-2,6-dimethylpyridine; <strong>[1122-43-6]2,6-Dimethylpyridin-3-ol</strong> (2 g) in dry DMF (20 mL) under nitrogen was treated with sodium hydride (1.234 g). After the initial effervescence ceased 1,2-dibromoethane (6.10 g) was added in one portion causing an exotherm to 40 C. The mixture was stirred at room temperature overnight, diluted with water (100 mL), and the products extracted into ether (3×75 mL). The dried extracts were concentrated to dryness, and the residue purified on silica gel eluting with ether/dichloromethane (1:1). The subtitled compound was isolated as an oil (1.2 g).1H NMR (400 MHz, CDCl3) delta 6.98 (1H, d), 6.92 (1H, d), 4.26 (2H, t), 3.65 (2H, t), 2.47 (6H, d).

Reference： [1]Patent: US2010/113510,2010,A1 .Location in patent: Page/Page column 43

32
[ 1122-43-6 ]
[ 6954-77-4 ]
[ 1355026-43-5 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2012,vol. 22,p. 537 - 542

33
[ 1122-43-6 ]
[ 832752-64-4 ]
[ 1361478-79-6 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2012,vol. 22,p. 1750 - 1755

34
[ 1122-43-6 ]
[ 1362702-78-0 ]