(5-chloro-3-pyridyl)boronic acid
methyl 2-chloro-5-iodo-3-pyridinecarboxylate
methyl 5′,6-dichloro-[3,3′-bipyridine]-5-carboxylate
Conditions | Yield |
---|---|
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate In water; N,N-dimethyl-formamide at 25℃; for 18h; Suzuki Coupling; | 99% |
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate In water; N,N-dimethyl-formamide at 20℃; Suzuki Coupling; | 90% |
With caesium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In water; N,N-dimethyl-formamide at 25℃; for 24h; Suzuki Coupling; |
(5-chloro-3-pyridyl)boronic acid
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In 1,4-dioxane; water at 80℃; Inert atmosphere; | 96% |
(5-chloro-3-pyridyl)boronic acid
4-methyl-2-oxo-2H-chromen-7-yl-1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate
Conditions | Yield |
---|---|
With 1,3-bis-(diphenylphosphino)propane; palladium diacetate; tetra-n-butylammoniumfluoride trihydrate In methanol; 1,2-dimethoxyethane at 20 - 80℃; for 0.5h; Suzuki-Miyaura Coupling; Inert atmosphere; Microwave irradiation; | 90% |
2-ethyl-3-O-(tert-butyldimethylsilyl)estrone
(5-chloro-3-pyridyl)boronic acid
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In tetrahydrofuran; water at 60℃; Suzuki-Miyaura Coupling; Inert atmosphere; | 90% |
(5-chloro-3-pyridyl)boronic acid
Conditions | Yield |
---|---|
With bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II); cesium fluoride In 1,2-dimethoxyethane; water at 100℃; for 0.5h; Suzuki Coupling; Inert atmosphere; Microwave irradiation; | 88% |
Conditions | Yield |
---|---|
Stage #1: 4-bromo-N-alpha-[(trans-4-{[(tert-butoxycarbonyl)amino]methyl}cyclohexyl)carbonyl]-N-[4-(2H-tetrazol-5-yl)phenyl]-L-phenylalaninamide With tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane at 20℃; for 0.166667h; Stage #2: (5-chloro-3-pyridyl)boronic acid With sodium carbonate In 1,2-dimethoxyethane; ethanol; water for 3h; Reflux; Stage #3: trifluoroacetic acid In water; acetonitrile | 88% |
(5-chloro-3-pyridyl)boronic acid
Conditions | Yield |
---|---|
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In tetrahydrofuran; water Suzuki Coupling; | 87% |
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In tetrahydrofuran at 80℃; for 6h; Suzuki Coupling; | 52.9% |
(5-chloro-3-pyridyl)boronic acid
5-bromo-2-methylthioazole-4-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In N,N-dimethyl-formamide at 100℃; Inert atmosphere; | 87% |
(5-chloro-3-pyridyl)boronic acid
Conditions | Yield |
---|---|
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate In water; N,N-dimethyl-formamide at 60℃; Suzuki Coupling; | 87% |
(5-chloro-3-pyridyl)boronic acid
para-iodoanisole
3-chloro-5-(4-methoxyphenyl)pyridine
Conditions | Yield |
---|---|
With potassium carbonate In ethanol; water at 90℃; for 0.25h; Suzuki Coupling; Microwave irradiation; | 86% |
(5-chloro-3-pyridyl)boronic acid
2-Hydroxyphenylacetic acid
2-(5-(5-chloropyridin-3-yl)-2-hydroxyphenyl)acetic acid
Conditions | Yield |
---|---|
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 90℃; | 85.8% |
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 90℃; for 5h; Inert atmosphere; | 85.65% |
(5-chloro-3-pyridyl)boronic acid
(R)-6-(3-bromo-phenyl)-6-methyl-6,7-dihydro-5H-pyrazolo[1,5-a]pyrazin-4-one
(R)-6-[3-(5-chloro-pyridin-3-yl)-phenyl]-6-methyl-6,7-dihydro-5H-pyrazolo[1,5-a]pyrazin-4-one
Conditions | Yield |
---|---|
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 150℃; for 0.25h; Inert atmosphere; Microwave irradiation; | 81% |
(5-chloro-3-pyridyl)boronic acid
Conditions | Yield |
---|---|
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate In 1,4-dioxane; methanol; water at 90℃; for 16h; Suzuki-Miyaura Coupling; Inert atmosphere; | 81% |
Conditions | Yield |
---|---|
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In 1,4-dioxane at 105℃; Inert atmosphere; | 78.6% |
(5-chloro-3-pyridyl)boronic acid
tert-butyl 7-bromo-1′,3,3-trimethyl-6′-oxo-3,4,5′,6′-tetrahydro-1′H,2H-spiro[naphthalene-1,4′-pyrimidine]-2′-ylcarbamat
2′-amino-7-(5-chloropyridin-3-yl)-1′,3,3-trimethyl-3,4-dihydro-1′H,2H-spiro[naphthalene-1,4′-pyrimidin]-6′(5′H)-one
Conditions | Yield |
---|---|
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate In 1,4-dioxane; water for 15h; Suzuki Coupling; Sealed tube; Inert atmosphere; Heating; | 78% |
(5-chloro-3-pyridyl)boronic acid
6'-bromo-5"-methyl-3'H-dispiro[cyclobutane-1,2'-indene-1',2"-imidazol]-4"-amine
6'-(5-chloropyridin-3-yl)-5"-methyl-3'H-dispiro[cyclobutane-1,2'-indene-1',2"-imidazol]-4"-amine
Conditions | Yield |
---|---|
With potassium carbonate; sodium tetrachloropalladate(II); 3-(di-tert-butylphosphino)-propane-1-sulfonic acid In 2-methyltetrahydrofuran; water at 90℃; for 0.5h; Inert atmosphere; Microwave irradiation; Sealed vial; | 77% |
(5-chloro-3-pyridyl)boronic acid
2-amino-2'-(5-chloropyridin-3-yl)-6'-methoxy-1-methylspiro[imidazole-4,9'-xanthen]-5(1H)-one
Conditions | Yield |
---|---|
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water at 100℃; Inert atmosphere; | 73% |
diisopropyl hydrogenphosphonate
(5-chloro-3-pyridyl)boronic acid
Conditions | Yield |
---|---|
With triphenylphosphine; palladium dichloride; silver(l) oxide at 100℃; for 2h; Inert atmosphere; | 71% |
Conditions | Yield |
---|---|
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate In 1,4-dioxane at 105℃; Inert atmosphere; | 70% |
(5-chloro-3-pyridyl)boronic acid
Conditions | Yield |
---|---|
With potassium phosphate; chloro(crotyl)(2-dicyclohexylphosphino-2’,4’,6’-triisopropybiphenyl)palladium(II); XPhos In tetrahydrofuran; water at 65℃; for 3h; Suzuki-Miyaura Coupling; Inert atmosphere; | 70% |
(5-chloro-3-pyridyl)boronic acid
Conditions | Yield |
---|---|
With water; sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In 1,4-dioxane at 85℃; for 18h; Inert atmosphere; Capped; | 69% |
(5-chloro-3-pyridyl)boronic acid
5-bromo-1H-pyrrolo[2,3-b]pyridine
4-(N,N-dimethylaminocarbonyl)phenylboronic acid
Conditions | Yield |
---|---|
Stage #1: (5-chloro-3-pyridyl)boronic acid; 5-bromo-1H-pyrrolo[2,3-b]pyridine With bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II); potassium carbonate In 1,4-dioxane; water at 95℃; for 1h; Stage #2: 4-(N,N-dimethylaminocarbonyl)phenylboronic acid In 1,4-dioxane; water at 95℃; for 1h; | 69% |
(5-chloro-3-pyridyl)boronic acid
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In tetrahydrofuran Suzuki-Miyaura Coupling; Inert atmosphere; | 69% |
2,5-dibromo-3-nitro-pyridine
(5-chloro-3-pyridyl)boronic acid
Conditions | Yield |
---|---|
With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In tetrahydrofuran at 80℃; for 2h; Suzuki Coupling; Inert atmosphere; Sealed tube; | 68% |
(5-chloro-3-pyridyl)boronic acid
Conditions | Yield |
---|---|
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In 1,2-dimethoxyethane; water; N,N-dimethyl-formamide at 80℃; for 2h; Inert atmosphere; | 68% |
(5-chloro-3-pyridyl)boronic acid
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In tetrahydrofuran; water at 20℃; Suzuki-Miyaura Coupling; Inert atmosphere; | 67% |
(5-chloro-3-pyridyl)boronic acid
Conditions | Yield |
---|---|
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate In 1,4-dioxane; water at 120℃; for 0.5h; Inert atmosphere; Microwave irradiation; | 66% |
(5-chloro-3-pyridyl)boronic acid
6-bromo-5'-methylspiro[chroman-4,2'-imidazol]-4'-amine
6-(5-chloropyridin-3-yl)-5'-methylspiro[chroman-4,2'-imidazol]-4'-amine
Conditions | Yield |
---|---|
With potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In 1,4-dioxane at 130℃; for 1h; Inert atmosphere; Microwave irradiation; | 63% |
(5-chloro-3-pyridyl)boronic acid
(R)-7-bromo-5',5'-difluoro-3,4,5',6'-tetrahydro-2H-spiro[naphthalene-1,4'-[1,3]oxazin]-2'-amine
(R)-7-(5-chloropyridin-3-yl)-5',5'-difluoro-3,4,5',6'-tetrahydro-2H-spiro[naphthalene-1,4'-[1,3]oxazin]-2'-amine
Conditions | Yield |
---|---|
With caesium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In tetrahydrofuran; water at 80℃; for 0.416667h; Inert atmosphere; Sealed tube; | 63% |
Stage #1: (5-chloro-3-pyridyl)boronic acid; (R)-7-bromo-5',5'-difluoro-3,4,5',6'-tetrahydro-2H-spiro[naphthalene-1,4'-[1,3]oxazin]-2'-amine With caesium carbonate In tetrahydrofuran; water for 0.0833333h; cross-coupling reaction; Inert atmosphere; Stage #2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In tetrahydrofuran; water at 80℃; for 0.416667h; | 63% |
This chemical is called Boronic acid, B-(5-chloro-3-pyridinyl)-, and its systematic name is (5-chloropyridin-3-yl)boronic acid. With the molecular formula of C5H5BClNO2, its molecular weight is 157.36. The CAS registry number of this chemical is 872041-85-5. Additionally, its product categories are Blocks; BoronicAcids; Pyridines; Organoborons; Pyridine.
Other characteristics of the Boronic acid, B-(5-chloro-3-pyridinyl)- can be summarised as followings: (1)ACD/LogP: 0.94; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.38 ; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 21.29; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 3; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 3; (11)Polar Surface Area: 53.35 Å2; (12)Index of Refraction: 1.559; (13)Molar Refractivity: 35.91 cm3; (14)Molar Volume: 111.1 cm3; (15)Polarizability: 14.23 ×10-24cm3; (16)Surface Tension: 56.1 dyne/cm; (17)Density: 1.41 g/cm3; (18)Flash Point: 156.6 °C; (19)Enthalpy of Vaporization: 61.04 kJ/mol; (20)Boiling Point: 335.3 °C at 760 mmHg; (21)Vapour Pressure: 4.76E-05 mmHg at 25°C.
When you are using this chemical, please be cautious about it as the following: This chemical is irritating to eyes, respiratory system and skin. You should wear suitable protective clothing when you use it. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
1.SMILES: OB(O)c1cncc(Cl)c1
2.InChI: InChI=1/C5H5BClNO2/c7-5-1-4(6(9)10)2-8-3-5/h1-3,9-10H
3.InChIKey: NJXYBTMCTZAUEE-UHFFFAOYAO
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