2-(AMINOMETHYL)PHENYL BORONIC ACID Chemical Properties

Boiling point:

354.0±44.0 °C(Predicted)

Density 

1.18±0.1 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

8.23±0.53(Predicted)

Appearance

White to off-white Solid

Safety Information

HS Code 

2931900090

2-(AMINOMETHYL)PHENYL BORONIC ACID Usage And Synthesis

Synthesis

The general procedure for the synthesis of (2-(aminomethyl)phenyl)boronic acid from 2-cyanophenylboronic acid was as follows: to a methanol solution (20 mL) containing 2-cyanophenylboronic acid (300 mg, 2.0 mmol) was added nickel ryenne (100 mg, 10% w/w). The reaction mixture was stirred for 4 h at room temperature under hydrogen pressure of 50 psi. Upon completion of the reaction, the reaction mixture was filtered through a diatomaceous earth pad and the filtrate was concentrated under vacuum to afford (2-(aminomethyl)phenyl)boronic acid 150 mg (48.7% yield) as a white solid. Mass spectrum (electrospray positive ion mode): m/z = 152.20, 153.40, 154.35, 155.65 [M + H]+. Analyzed by liquid chromatography-mass spectrometry: retention time tR = 0.76 min.

References

[1] Patent: WO2015/81280, 2015, A1. Location in patent: Paragraph 00497; 00498

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