Product Name

  • Name

    2-Pyridineboronic acid

  • EINECS
  • CAS No. 197958-29-5
  • Article Data7
  • CAS DataBase
  • Density 1.23 g/cm3
  • Solubility
  • Melting Point >300 °C
  • Formula C5H6BNO2
  • Boiling Point 308.782 °C at 760 mmHg
  • Molecular Weight 122.919
  • Flash Point 140.547 °C
  • Transport Information
  • Appearance White to light yellow crystal powder
  • Safety 26-36/37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 197958-29-5 (2-Pyridineboronic acid)
  • Hazard Symbols IrritantXi
  • Synonyms Boronicacid, 2-pyridinyl- (9CI);(2-Pyridinyl)boronic acid;
  • PSA 53.35000
  • LogP -1.23860

Synthetic route

2-bromo-pyridine
109-04-6

2-bromo-pyridine

Triisopropyl borate
5419-55-6

Triisopropyl borate

pyridin-2-ylboronic acid
197958-29-5

pyridin-2-ylboronic acid

Conditions
ConditionsYield
Stage #1: 2-bromo-pyridine; Triisopropyl borate With n-butyllithium In tetrahydrofuran; hexane; toluene at -30℃; for 3h; Inert atmosphere;
Stage #2: With hydrogenchloride In tetrahydrofuran; hexane; water; toluene at 20℃; for 1h; Inert atmosphere;
81%
Stage #1: 2-bromo-pyridine; Triisopropyl borate With n-butyllithium In tetrahydrofuran; hexane; toluene at -30 - 20℃; for 6h;
Stage #2: With hydrogenchloride In tetrahydrofuran; hexane; toluene at 20℃; for 1h;
81%
With n-butyllithium In tetrahydrofuran; hexane; toluene at -30 - 20℃; for 6h; Inert atmosphere;81%
Stage #1: 2-bromo-pyridine With n-butyllithium In diethyl ether; hexane at -78℃; for 0.5h;
Stage #2: Triisopropyl borate In diethyl ether; hexane at -78 - 20℃;
73%
2-bromo-pyridine
109-04-6

2-bromo-pyridine

Trimethyl borate
121-43-7

Trimethyl borate

pyridin-2-ylboronic acid
197958-29-5

pyridin-2-ylboronic acid

Conditions
ConditionsYield
Stage #1: 2-bromo-pyridine With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h;
Stage #2: Trimethyl borate In tetrahydrofuran; hexane for 2h;
77%
Stage #1: 2-bromo-pyridine With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Inert atmosphere;
Stage #2: Trimethyl borate In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;
66.8%
2-bromo-pyridine
109-04-6

2-bromo-pyridine

pyridin-2-ylboronic acid
197958-29-5

pyridin-2-ylboronic acid

Conditions
ConditionsYield
Stage #1: 2-bromo-pyridine With isopropylmagnesium chloride In tetrahydrofuran at 20℃; for 2h;
Stage #2: With tris(trimethylsilyl)borate In tetrahydrofuran at 0 - 20℃; for 24h;
Stage #3: With hydrogenchloride at 0℃; pH=6 - 7;
70%
C31H28N2O2

C31H28N2O2

pyridin-2-ylboronic acid
197958-29-5

pyridin-2-ylboronic acid

C36H30BN3O2

C36H30BN3O2

Conditions
ConditionsYield
In methanol; toluene for 15h; Inert atmosphere; Reflux;99%
pyridin-2-ylboronic acid
197958-29-5

pyridin-2-ylboronic acid

2-hydroxypyridin
142-08-5

2-hydroxypyridin

Conditions
ConditionsYield
With hydrazine hydrate; caesium carbonate In water at 80℃; for 12h;96%
potassium cyanide

potassium cyanide

pyridin-2-ylboronic acid
197958-29-5

pyridin-2-ylboronic acid

5-(2-pyridyl)-1H-tetrazole
33893-89-9

5-(2-pyridyl)-1H-tetrazole

Conditions
ConditionsYield
With sodium azide; potassium carbonate In ethanol; water for 5h; Catalytic behavior; Reflux; Inert atmosphere; Green chemistry;96%
C29H20BBrN2

C29H20BBrN2

pyridin-2-ylboronic acid
197958-29-5

pyridin-2-ylboronic acid

C34H24BN3

C34H24BN3

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In toluene at 110℃; for 3h; Inert atmosphere;95%
pyridin-2-ylboronic acid
197958-29-5

pyridin-2-ylboronic acid

thiophenol
108-98-5

thiophenol

2-phenylsulfanylpyridine
3111-54-4

2-phenylsulfanylpyridine

Conditions
ConditionsYield
With copper slag In N,N-dimethyl-formamide at 100℃; for 0.166667h; Temperature; Wavelength; Microwave irradiation; Green chemistry;94%
3,7-dibromo-1,8-naphthyridine
72754-04-2

3,7-dibromo-1,8-naphthyridine

pyridin-2-ylboronic acid
197958-29-5

pyridin-2-ylboronic acid

C13H8BrN3

C13H8BrN3

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene for 8h; Inert atmosphere; Reflux;93.7%
2-bromo-5-iodophenol
932372-99-1

2-bromo-5-iodophenol

pyridin-2-ylboronic acid
197958-29-5

pyridin-2-ylboronic acid

C11H8BrNO

C11H8BrNO

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 90℃; for 5h; Inert atmosphere;93%
C31H18BrCl

C31H18BrCl

pyridin-2-ylboronic acid
197958-29-5

pyridin-2-ylboronic acid

C36H22ClN

C36H22ClN

Conditions
ConditionsYield
With palladium diacetate; potassium carbonate; triphenylphosphine In toluene at 100℃; for 12h;92.5%
6-bromo-N,N-diphenylanthracen-2-amine

6-bromo-N,N-diphenylanthracen-2-amine

pyridin-2-ylboronic acid
197958-29-5

pyridin-2-ylboronic acid

C30H21N3

C30H21N3

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene at 80℃; Inert atmosphere;92%
2,3-bis(bromomethyl)quinoxaline
3138-86-1

2,3-bis(bromomethyl)quinoxaline

broxyquinoline
521-74-4

broxyquinoline

pyridin-2-ylboronic acid
197958-29-5

pyridin-2-ylboronic acid

4,6-di(pyridin-2-yl)-8,15-dihydro-1H-quinolino[8′,1′:2,3,4][1,4]oxazocino[6,7-b]-quinoxalin-1-one

4,6-di(pyridin-2-yl)-8,15-dihydro-1H-quinolino[8′,1′:2,3,4][1,4]oxazocino[6,7-b]-quinoxalin-1-one

Conditions
ConditionsYield
With tert.-butylhydroperoxide In ethanol; water at 20℃; for 24h; Irradiation; Inert atmosphere;92%
benzoimidazole
51-17-2

benzoimidazole

pyridin-2-ylboronic acid
197958-29-5

pyridin-2-ylboronic acid

1-pyridin-2-yl-1H-benzoimidazole
25660-37-1

1-pyridin-2-yl-1H-benzoimidazole

Conditions
ConditionsYield
With 2Na(1+)*CuC6H4(NCHC6H3OO3S)2(2-)=CuC6H4(NCHC6H3ONaO3S)2 In water at 100℃; for 6h;90%
7-(2-chlorophenyl)-2-(3-methylbenzofuran-2-yl)-5,6,7,8-tetrahydro-4H-benzo[4,5]imidazo[1,2-b]pyrazole-3-carbonitrile

7-(2-chlorophenyl)-2-(3-methylbenzofuran-2-yl)-5,6,7,8-tetrahydro-4H-benzo[4,5]imidazo[1,2-b]pyrazole-3-carbonitrile

pyridin-2-ylboronic acid
197958-29-5

pyridin-2-ylboronic acid

2-(3-methylbenzofuran-2-yl)-7-(2-(pyridin-2-yl)phenyl)-5,6,7,8-tetrahydro-4H-benzo[4 ,5]imidazo[1,2-b]pyrazole-3-carbonitrile

2-(3-methylbenzofuran-2-yl)-7-(2-(pyridin-2-yl)phenyl)-5,6,7,8-tetrahydro-4H-benzo[4 ,5]imidazo[1,2-b]pyrazole-3-carbonitrile

Conditions
ConditionsYield
With potassium carbonate In ethanol; water at 60℃; for 0.5h; Inert atmosphere;90%
5-bromo-4-cyclopentyl-1H-pyrrole-2-carboxylic acid (4-methylcyclohexyl)ester

5-bromo-4-cyclopentyl-1H-pyrrole-2-carboxylic acid (4-methylcyclohexyl)ester

pyridin-2-ylboronic acid
197958-29-5

pyridin-2-ylboronic acid

4-methylcyclohexyl 4-cyclopentyl-5-(pyridin-2-yl)-1H-pyrrole-2-carboxylate

4-methylcyclohexyl 4-cyclopentyl-5-(pyridin-2-yl)-1H-pyrrole-2-carboxylate

Conditions
ConditionsYield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate In 1,2-dimethoxyethane; water at 120℃; for 1h; Microwave irradiation; Inert atmosphere;90%
7-(5-bromo-2-fluorophenyl)-1-methyloctahydro-1H-pyrrolo[2,3-b]pyridine

7-(5-bromo-2-fluorophenyl)-1-methyloctahydro-1H-pyrrolo[2,3-b]pyridine

pyridin-2-ylboronic acid
197958-29-5

pyridin-2-ylboronic acid

7-(2-fluoro-5-(pyridin-2-yl)phenyl)-1-methyloctahydro-1H-pyrrolo[2,3-b]pyridine

7-(2-fluoro-5-(pyridin-2-yl)phenyl)-1-methyloctahydro-1H-pyrrolo[2,3-b]pyridine

Conditions
ConditionsYield
With potassium carbonate In water; ethyl acetate at 60℃; for 0.166667h; Inert atmosphere;89%
pyridin-2-ylboronic acid
197958-29-5

pyridin-2-ylboronic acid

chlorobenzene
108-90-7

chlorobenzene

2-phenylpyridine
1008-89-5

2-phenylpyridine

Conditions
ConditionsYield
Stage #1: pyridin-2-ylboronic acid; chlorobenzene With potassium phosphate In para-xylene at 128℃; for 1.5h; Suzuki-Miyaura Coupling; Sealed tube; Inert atmosphere; Microwave irradiation;
Stage #2: In ethanol; para-xylene; water at 130℃; for 24h; Sealed tube; Inert atmosphere;
89%
4-((4-bromo-5-(4-methoxyphenyl)-2H-1,2,3-triazol-2-yl)methyl)benzonitrile
1384848-86-5

4-((4-bromo-5-(4-methoxyphenyl)-2H-1,2,3-triazol-2-yl)methyl)benzonitrile

pyridin-2-ylboronic acid
197958-29-5

pyridin-2-ylboronic acid

4-[4-(4-methoxy-phenyl)-5-pyridin-2-yl-[1,2,3]triazol-2-ylmethyl]-benzonitrile
710947-00-5

4-[4-(4-methoxy-phenyl)-5-pyridin-2-yl-[1,2,3]triazol-2-ylmethyl]-benzonitrile

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; potassium phosphate monohydrate In water; acetonitrile at 85℃; Suzuki-Miyaura coupling; chemoselective reaction;88%
pyridin-2-ylboronic acid
197958-29-5

pyridin-2-ylboronic acid

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

(4-(pyridine-2-yl)phenyl)methanol
98061-39-3

(4-(pyridine-2-yl)phenyl)methanol

Conditions
ConditionsYield
With C38H37ClN4O2Pd; potassium carbonate In butan-1-ol at 100℃; for 36h; Inert atmosphere; Schlenk technique;88%
carbon monoxide
201230-82-2

carbon monoxide

toluene-4-sulfonic acid phenyl ester
640-60-8

toluene-4-sulfonic acid phenyl ester

pyridin-2-ylboronic acid
197958-29-5

pyridin-2-ylboronic acid

phenyl(pyridin-2-yl)methanone
91-02-1

phenyl(pyridin-2-yl)methanone

Conditions
ConditionsYield
With palladium(II) trifluoroacetate; 1,2-bis-(diphenylphosphino)ethane In N,N-dimethyl acetamide at 80℃; under 760.051 Torr; for 6h; Suzuki-Miyaura Coupling;87%
C8H8BrNOS

C8H8BrNOS

pyridin-2-ylboronic acid
197958-29-5

pyridin-2-ylboronic acid

C13H12N2OS

C13H12N2OS

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate In 1,4-dioxane; water at 80℃; Suzuki Coupling; Inert atmosphere;87%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate In 1,4-dioxane at 80℃; Inert atmosphere;87%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate In 1,4-dioxane; water at 80℃; Suzuki Coupling; Inert atmosphere;87%
pyridin-2-ylboronic acid
197958-29-5

pyridin-2-ylboronic acid

[2,2]bipyridinyl
366-18-7

[2,2]bipyridinyl

Conditions
ConditionsYield
With palladium diacetate at 20℃; for 0.5h;87%
With potassium phosphate In 1,4-dioxane at 85℃; for 3h; Catalytic behavior; Suzuki Coupling; Green chemistry;82%
With nano-CuO-grafted triazine-functionalized covalent organic framework In methanol at 60℃; Catalytic behavior;59%
C12H13ClN2O2Si

C12H13ClN2O2Si

pyridin-2-ylboronic acid
197958-29-5

pyridin-2-ylboronic acid

C17H17N3O2Si

C17H17N3O2Si

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene for 12h; Reflux; Inert atmosphere;87%
3-Bromonitrobenzene
585-79-5

3-Bromonitrobenzene

pyridin-2-ylboronic acid
197958-29-5

pyridin-2-ylboronic acid

2-(3-nitrophenyl)pyridine
4253-79-6

2-(3-nitrophenyl)pyridine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In N,N-dimethyl-formamide at 80 - 100℃; Inert atmosphere;86%
4-chloropyrimidine
17180-93-7

4-chloropyrimidine

pyridin-2-ylboronic acid
197958-29-5

pyridin-2-ylboronic acid

2-(pyrimidin-4-yl)pyridine
52997-82-7

2-(pyrimidin-4-yl)pyridine

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium carbonate In water at 60℃; for 8h; Suzuki coupling;85%
carbon monoxide
201230-82-2

carbon monoxide

Phenyl triflate
17763-67-6

Phenyl triflate

pyridin-2-ylboronic acid
197958-29-5

pyridin-2-ylboronic acid

phenyl(pyridin-2-yl)methanone
91-02-1

phenyl(pyridin-2-yl)methanone

Conditions
ConditionsYield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium(II) trifluoroacetate In tert-butyl methyl ether at 80℃; under 760.051 Torr; for 6h; Suzuki-Miyaura Coupling;85%
ethyl 5-bromo-4-cyclopentyl-1H-pyrrole-2-carboxylate

ethyl 5-bromo-4-cyclopentyl-1H-pyrrole-2-carboxylate

pyridin-2-ylboronic acid
197958-29-5

pyridin-2-ylboronic acid

ethyl 4-cyclopentyl-5-(pyridin-2-yl)-1H-pyrrole-2-carboxylate

ethyl 4-cyclopentyl-5-(pyridin-2-yl)-1H-pyrrole-2-carboxylate

Conditions
ConditionsYield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate In 1,2-dimethoxyethane; water at 120℃; for 1h; Microwave irradiation; Inert atmosphere;85%
1H-imidazole
288-32-4

1H-imidazole

pyridin-2-ylboronic acid
197958-29-5

pyridin-2-ylboronic acid

2-(1H-imidazolyl)pyridine
25700-14-5

2-(1H-imidazolyl)pyridine

Conditions
ConditionsYield
With 2Na(1+)*CuC6H4(NCHC6H3OO3S)2(2-)=CuC6H4(NCHC6H3ONaO3S)2 In water at 100℃; for 6h;83%
(S)-3-(4-(5-bromo-2-fluoropyridin-3-yl)phenyl)-5,5-dimethyl-4-phenyloxazolidin-2-one
1456506-83-4

(S)-3-(4-(5-bromo-2-fluoropyridin-3-yl)phenyl)-5,5-dimethyl-4-phenyloxazolidin-2-one

pyridin-2-ylboronic acid
197958-29-5

pyridin-2-ylboronic acid

(S)-3-(4-(6-fluoro-[3,3'-bipyridin]-5-yl)phenyl)-5,5-dimethyl-4-phenyloxazolidin-2-one
1456505-78-4

(S)-3-(4-(6-fluoro-[3,3'-bipyridin]-5-yl)phenyl)-5,5-dimethyl-4-phenyloxazolidin-2-one

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,4-dioxane; water at 100℃; for 1h; Inert atmosphere; Sealed tube; Microwave irradiation;83%
pyridin-2-ylboronic acid
197958-29-5

pyridin-2-ylboronic acid

2-aminopyridine
504-29-0

2-aminopyridine

Conditions
ConditionsYield
With N-Bromosuccinimide; N-methoxylamine hydrochloride; bis-[(trifluoroacetoxy)iodo]benzene In acetonitrile at 20℃;83%
With N-Bromosuccinimide; CYANAMID; bis-[(trifluoroacetoxy)iodo]benzene In acetonitrile at 20℃; for 1h; chemoselective reaction;77%
C16H9BrClN3

C16H9BrClN3

pyridin-2-ylboronic acid
197958-29-5

pyridin-2-ylboronic acid

C21H13ClN4

C21H13ClN4

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water for 5h; Inert atmosphere; Reflux;83%
2,9-dichloro-4,7-diphenyl-1,10-phenanthroline
1229012-68-3

2,9-dichloro-4,7-diphenyl-1,10-phenanthroline

pyridin-2-ylboronic acid
197958-29-5

pyridin-2-ylboronic acid

C34H22N4

C34H22N4

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene for 12h; Inert atmosphere; Reflux;83%

2-Pyridineboronic acid Chemical Properties

The molecular formula of 2-Pyridineboronic acid(197958-29-5) is C5H6BNO2 and its formula weight is 122.9177.
The chemical synonyms of 2-Pyridineboronic acid(197958-29-5) are PYRIDIN-2-YLBORONIC ACID;PYRIDIN-2-YL-2-BORONIC ACID;PYRIDINE-2-BORONIC ACID;2-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PYRIDINE;2-PYRIDINEBORNIC ACID;2-PYRIDINEBORONIC ACID;2-PYRIDINYLBORONIC ACID;Boronic acid, 2-pyridinyl- (9CI)
The molecular structure of 2-Pyridineboronic acid(197958-29-5):

2-Pyridineboronic acid Safety Profile

Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36/37/39
Hazard Note  Irritant/Keep Cold under -20C
Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View