(2-Cyanopyridin-5-yl)boronic acid pinacol ester

(2-Cyanopyridin-5-yl)boronic acid pinacol ester - Names and Identifiers

Name	5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-carbonitrile
Synonyms	2-CYANOPYRIDINE-5-BORONIC ACID PICOL ESTER 2-Cyanopyridine-5-boronic acid pinacol este 2-CYANOPYRIDINE-5-BORONIC ACID PINACOL ESTER 2-cyanopyridine-5-boronic acid pinacol ester (2-Cyanopyridin-5-yl)boronic acid pinacol ester 5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-carbonitrile 2-Cyano-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-carbonitrile 5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinecarbonitrile
CAS	741709-63-7
InChI	InChI=1/C12H15BN2O2/c1-11(2)12(3,4)17-13(16-11)9-5-6-10(7-14)15-8-9/h5-6,8H,1-4H3

(2-Cyanopyridin-5-yl)boronic acid pinacol ester - Physico-chemical Properties

Molecular Formula	C12H15BN2O2
Molar Mass	230.07
Density	1.10
Melting Point	105-106℃
Boling Point	370.7±27.0 °C(Predicted)
Flash Point	178°C
Water Solubility	Slightly soluble in water.
Vapor Presure	1.09E-05mmHg at 25°C
Appearance	powder to crystal
Color	White to Light yellow to Light orange
pKa	-0.33±0.12(Predicted)
Storage Condition	Keep in dark place,Sealed in dry,Room Temperature
Refractive Index	1.506
MDL	MFCD06657825

(2-Cyanopyridin-5-yl)boronic acid pinacol ester - Risk and Safety

Hazard Symbols	Xi - Irritant
Risk Codes	R37/38 - Irritating to respiratory system and skin. R41 - Risk of serious damage to eyes
Safety Description	S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S39 - Wear eye / face protection.

(2-Cyanopyridin-5-yl)boronic acid pinacol ester - Reference Information

Use

2-cyanopyridine-5-boronic acid pinacyl Ester is an organic intermediate, can be used for Suzuki and other metal coupling reaction. It has been reported in the literature that it can be used to prepare vascular adhesion protein (VAP)-1 inhibitors.

preparation

to 5-bromo-pyridine-2-carbonitrile (2G, 10.92mmol) in dioxane (60ml) to the solution in, add dual-frequency diborane (3.33g,13.11mmol) and potassium acetate (1.6g,16.39mmol), Degas the reaction mixture, add tricyclohexylphosphine (0.4g,1.42mmol) and
Pd2(dba)3(0.5g,0.546mmol), heated to 90 °c overnight. Dilute with water and ethyl acetate.
the organic layer was separated, dried over sodium sulfate, and the solvent was evaporated in vacuo to give a crude product, which was purified by column chromatography (eluting with 6-8% ethyl acetate in hexane), 2-cyanopyridine-5-boronic acid radical ester (1.0g) was obtained.

Last Update：2024-04-09 15:16:52