[6-[benzoyl(methyl)amino]-5-methyl-3-pyridyl]boronic acid Chemical Properties

Boiling point:

513.7±60.0 °C(Predicted)

Density 

1.27±0.1 g/cm3(Predicted)

vapor pressure 

0Pa at 25℃

storage temp. 

Store at room temperature

pka

4.12±0.18(Predicted)

form 

Solid:particulate/powder

Appearance

Off-white to yellow Solid

InChI

InChI=1S/C14H15BN2O3/c1-10-8-12(15(19)20)9-16-13(10)17(2)14(18)11-6-4-3-5-7-11/h3-9,19-20H,1-2H3

InChIKey

GQPKXFCXPPHXQJ-UHFFFAOYSA-N

SMILES

C1=NC(N(C(=O)C2=CC=CC=C2)C)=C(C)C=C1B(O)O

LogP

2.87

[6-[benzoyl(methyl)amino]-5-methyl-3-pyridyl]boronic acid Usage And Synthesis

Uses

[6-[benzoyl(methyl)amino]-5-methyl-3-pyridyl]boronic acid can be used as organic synthesis intermediate and pharmaceutical intermediate, mainly used in laboratory research and development process and chemical production process.

Synthesis

Under a nitrogen atmosphere, N-(5-bromo-3-methyl-2-pyridinyl)-N-methylbenzamide 30.0 g was dissolved in 150 mL of tetrahydrofuran, triisopropyl borate 22.0 g was added. The reaction mixture was colled to-60 .DEGREE CELSIUS., n-butyl lithium (1.56 mol/L n-hexane solution) 69 mL was added dropwise required to between 20 minutes, and the mixture was stirred for 15 minutes at the same temperature.After raising the temperature of the reaction mixture at-20 .DEGREE CELSIUS., 390 mL of water was added dropwise, it was stirred for 30 min at room temperature,the aqueous layer was separated. The aqueous layer was fractionated and HCl 1 mol/L was added to adjust the pH at 4.5,the precipitate was collected by filtration, 6-[benzoyl(methyl)amino]-5-methyl-3-pyridinylboric acid 18.5 g was obtained as colorless solid.

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