ChemicalBook--->CAS DataBase List--->832735-54-3

832735-54-3

832735-54-3 Structure

832735-54-3 Structure
IdentificationBack Directory
[Name]

2-BENZYLOXYPYRIDINE-5-BORONIC ACID, PINACOL ESTER
[CAS]

832735-54-3
[Synonyms]

2-Benzyloxy-5-pyridineboronic acid pinacol ester
2-BENZYLOXYPYRIDINE-5-BORONIC ACID, PINACOL ESTER
6-(Benzyloxy)pyridine-3-boronic acid pinacol ester
2-BENZYLOXY-5-(4,4,5,5-TETRAMETHYL-[1,3,2]-DIOXABOROLAN-2-YL)PYRIDINE
Pyridine, 2-(phenylmethoxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
[Molecular Formula]

C18H22BNO3
[MDL Number]

MFCD06798263
[MOL File]

832735-54-3.mol
[Molecular Weight]

311.18
Chemical PropertiesBack Directory
[Melting point ]

138-142°C
[Boiling point ]

429.6±35.0 °C(Predicted)
[density ]

1.11±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C
[form ]

solid
[pka]

3.91±0.24(Predicted)
[color ]

Yellow
[InChI]

1S/C18H22BNO3/c1-17(2)18(3,4)23-19(22-17)15-10-11-16(20-12-15)21-13-14-8-6-5-7-9-14/h5-12H,13H2,1-4H3
[InChIKey]

MXNLRVZITPPZHT-UHFFFAOYSA-N
[SMILES]

CC1(C)OB(OC1(C)C)c2ccc(OCc3ccccc3)nc2
[CAS DataBase Reference]

832735-54-3
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P280a-P304+P340-P305+P351+P338-P405-P501a
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36/37/39
[WGK Germany ]

3
[HS Code ]

2933399990
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Aquatic Chronic 4
Spectrum DetailBack Directory
[Spectrum Detail]

2-BENZYLOXYPYRIDINE-5-BORONIC ACID, PINACOL ESTER(832735-54-3)1HNMR
Hazard InformationBack Directory
[Synthesis]

2-BENZYLOXY-5-BROMOPYRIDINE

83664-33-9

Bis(pinacolato)diboron

73183-34-3

2-BENZYLOXYPYRIDINE-5-BORONIC ACID, PINACOL ESTER

832735-54-3

General procedure: to a 50 mL solution of 1,4-dioxane was added sequentially 2-benzyloxy-5-bromopyridine (3.76 g, 14.2 mmol, 1.0 eq.), pinacol ester of bis(boronic acid) (4.34 g, 17.1 mmol, 1.2 eq.), potassium acetate (3.48 g, 35.5 mmol, 2.5 eq.), and [1,1'-bis(diphenylphosphino) ferrocene]palladium dichloride (1.16 g, 1.4 mmol, 0.1 eq.). The reaction mixture was heated to 100 °C under nitrogen protection and refluxed overnight. After completion of the reaction, the reaction mixture was concentrated and dried, and the residue was purified by column chromatography (eluent: petroleum ether/dichloromethane=2:1) to afford 6-benzyloxypyridine-3-boronic acid pinacol ester (2.63 g, 59.5% yield).

[References]

[1] Patent: CN106588937, 2017, A. Location in patent: Paragraph 0197
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