2-BENZYLOXYPYRIDINE-5-BORONIC ACID, PINACOL ESTER Chemical Properties

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

CAS DataBase Reference

832735-54-3

Safety Information

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

WGK Germany 

3

HS Code 

2933399990

2-BENZYLOXYPYRIDINE-5-BORONIC ACID, PINACOL ESTER Usage And Synthesis

Synthesis

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

2-BENZYLOXYPYRIDINE-5-BORONIC ACID, PINACOL ESTER(832735-54-3)Related Product Information

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