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6-Chloro-2-methoxypyridine-3-boronic acid

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Name

6-Chloro-2-methoxypyridine-3-boronic acid

EINECS N/A
CAS No. 1072946-50-9 Density 1.403 g/cm3
PSA 62.58000 LogP -0.57660
Solubility N/A Melting Point N/A
Formula C6H7BClNO3 Boiling Point 354.461 °C at 760 mmHg
Molecular Weight 187.39 Flash Point 168.172 °C
Transport Information N/A Appearance N/A
Safety Risk Codes 22
Molecular Structure Molecular Structure of 1072946-50-9 (6-Chloro-2-methoxypyridine-3-boronic acid) Hazard Symbols Xn
Synonyms

(6-Chloro-2-methoxy-3-pyridyl)boronic acid;

 

6-Chloro-2-methoxypyridine-3-boronic acid Synthetic route

15862-37-0

2,5-dibromo-3-nitro-pyridine

1072946-50-9

(6-chloro-2-methoxypyridin-3-yl)boronic acid

5-bromo-6’-chloro-2’-methoxy-3-nitro-2,3’-bipyridine

Conditions
ConditionsYield
With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In tetrahydrofuran at 80℃; Suzuki Coupling; Inert atmosphere; Sealed tube;78%
1072946-50-9

(6-chloro-2-methoxypyridin-3-yl)boronic acid

17228-64-7

6-chloro-2-methoxypyridine

Conditions
ConditionsYield
With [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I); water In toluene at 90℃; for 3h; Microwave irradiation; Green chemistry;72%
1072946-50-9

(6-chloro-2-methoxypyridin-3-yl)boronic acid

1562338-65-1

6-chloro-N-methyl-N-(2,2,6,6-tetramethylpiperidin-4-yl)pyridazin-3-amine

6-(6-chloro-2-methoxypyridin-3-yl)-N-methyl-N-(2,2,6,6-tetramethylpiperidin-4-yl)pyridazin-3-amine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,4-dioxane; water at 90℃; for 16h;55%
1072946-50-9

(6-chloro-2-methoxypyridin-3-yl)boronic acid

1261769-34-9

6-chloro-3-iodo-2-methoxypyridine

Conditions
ConditionsYield
With N-iodo-succinimide at 90℃; for 0.0833333h; Microwave irradiation;51%
1007882-59-8

(S)-2-(5-bromo-1H-imidazol-2-yl)pyrrolidine-1-carboxylic acid tert-butyl ester

1072946-50-9

(6-chloro-2-methoxypyridin-3-yl)boronic acid

1255936-29-8

C18H23ClN4O3

Conditions
ConditionsYield
Stage #1: (S)-2-(5-bromo-1H-imidazol-2-yl)pyrrolidine-1-carboxylic acid tert-butyl ester; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In 1,2-dimethoxyethane at 100℃; for 0.0833333h; Inert atmosphere;
Stage #2: (6-chloro-2-methoxypyridin-3-yl)boronic acid With potassium carbonate In 1,2-dimethoxyethane; water for 1.16667h;
Stage #1: (S)-2-(5-bromo-1H-imidazol-2-yl)pyrrolidine-1-carboxylic acid tert-butyl ester; palladium bis[bis(diphenylphosphino)ferrocene] dichloride In 1,2-dimethoxyethane at 100℃; for 0.0833333h; Inert atmosphere;
Stage #2: (6-chloro-2-methoxypyridin-3-yl)boronic acid With potassium acetate In 1,2-dimethoxyethane; water for 1.16667h; Inert atmosphere;
1072946-50-9

(6-chloro-2-methoxypyridin-3-yl)boronic acid

2-chloro-6-methoxypyridine-5-d

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I); water / toluene / 3 h / 90 °C / Microwave irradiation; Green chemistry
2: [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I); water-d2 / toluene; tetrahydrofuran / 2 h / 90 °C / Microwave irradiation
View Scheme
1007882-59-8

(S)-2-(4-bromo-1H-imidazol-2-yl)pyrrolidine-1-carboxylic acid tert-butyl ester

1072946-50-9

(6-chloro-2-methoxypyridin-3-yl)boronic acid

1255936-29-8

C18H23ClN4O3

Conditions
ConditionsYield
Stage #1: (S)-2-(4-bromo-1H-imidazol-2-yl)pyrrolidine-1-carboxylic acid tert-butyl ester With palladium bis[bis(diphenylphosphino)ferrocene] dichloride In 1,2-dimethoxyethane at 100℃; for 0.0833333h; Inert atmosphere;
Stage #2: (6-chloro-2-methoxypyridin-3-yl)boronic acid With potassium carbonate In 1,2-dimethoxyethane; water at 100℃; for 1.16667h;
1072946-50-9

(6-chloro-2-methoxypyridin-3-yl)boronic acid

1-(2-[{(1H-pyrazol-3-yl)}oxymethyl]-3-methylphenyl)-4-methyl-1,4-dihydrotetrazole-5-one

1-(2-{[1-(6-chloro-2-methoxypyridin-3-yl)-1H-pyrazol-3-yl]oxymethyl}-3-methylphenyl)-4-methyl-1,4-dihydrotetrazol-5-one

Conditions
ConditionsYield
With pyridine; copper diacetate In acetonitrile for 6h; Molecular sieve; Reflux;0.075 g
With pyridine; copper diacetate In acetonitrile for 6h; Molecular sieve; Reflux;0.075 g
1072946-50-9

(6-chloro-2-methoxypyridin-3-yl)boronic acid

1-(2-[{(1H-pyrazol-3-yl)}oxymethyl]-3-methylphenyl)-4-methyl-1,4-dihydrotetrazole-5-one

1-(2-{[1-(6-chloro-2-methoxypyridin-3-yl)-1H-pyrazol-3-yl]oxymethyl}-3-methylphenyl)-4-methyl-1,4-dihydrotetrazole-5-thione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: copper diacetate; pyridine / acetonitrile / 6 h / Molecular sieve; Reflux
2: Lawessons reagent / toluene / 5 h / Reflux
View Scheme
1072946-50-9

(6-chloro-2-methoxypyridin-3-yl)boronic acid

1-(2-[{(1H-pyrazol-3-yl)}oxymethyl]-3-methylphenyl)-4-methyl-1,4-dihydrotetrazole-5-one

3-[(2-amino-6-methylphenyl)methyloxy]-1-(2-methoxy-6-chloropyridin-3-yl)pyrazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: copper diacetate; pyridine / acetonitrile / 6 h / Molecular sieve; Reflux
2: 5%-palladium/activated carbon; hydrogen / ethyl acetate / 6 h / 20 °C
View Scheme

6-Chloro-2-methoxypyridine-3-boronic acid Specification

The CAS registry number of 6-Chloro-2-methoxypyridine-3-boronic acid is 1072946-50-9. Its molecular formula is C6H7BClNO3 and molecular weight is 187.38868. Its systematic name is called (6-Chloro-2-methoxy-3-pyridyl)boronic acid.

Physical properties about 6-Chloro-2-methoxypyridine-3-boronic acid are: (1)ACD/LogP: 1.44; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.282; (4)ACD/BCF (pH 5.5): 5.082; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 100.438; (7)ACD/KOC (pH 7.4): 4.024; (8)#H bond acceptors: 4; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 4; (11)Index of Refraction: 1.546; (12)Molar Refractivity: 42.279 cm3; (13)Molar Volume: 133.589 cm3; (14)Surface Tension: 54.525 dyne/cm; (15)Density: 1.403 g/cm3; (16)Flash Point: 168.172 °C; (17)Enthalpy of Vaporization: 63.261 kJ/mol; (18)Boiling Point: 354.461 °C at 760 mmHg.

You can still convert the following datas into molecular structure:
(1)SMILES: B(c1ccc(nc1OC)Cl)(O)O
(2)InChI: InChI=1/C6H7BClNO3/c1-12-6-4(7(10)11)2-3-5(8)9-6/h2-3,10-11H,1H3
(3)InChIKey: QMTFZVCHSRMZJW-UHFFFAOYAH

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