5-CYANO-3-PYRIDINYL BORONIC ACID Chemical Properties

Boiling point:

375.9±52.0 °C(Predicted)

Density 

1.34

storage temp. 

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

form 

Crystalline Powder

pka

5.52±0.10(Predicted)

color 

White to yellow

Safety Information

Hazard Codes 

Xi

Risk Statements 

37/38-41

Safety Statements 

26-39

HS Code 

29333999

5-CYANO-3-PYRIDINYL BORONIC ACID Usage And Synthesis

Synthesis

General procedure for the synthesis of 5-cyano-3-pyridinylboronic acid from 3-cyano-5-bromopyridine and pinacol ester of biphenylboronic acid: to a 500-mL two-necked flask were added 3-bromo-5-cyanopyridine (0.63 g, 2.5 mmol), 1,1-bis(diphenylphosphino)ferrocene palladium dichloride (0.17 g, 0.21 mmol), and potassium aminoglycolate (0.61 g, 6.21 mmol). The mixture was dissolved in 6 mL of 1,4-dioxane, heated to 90 °C and stirred for 21 hours. After completion of the reaction, the reaction mixture was cooled to room temperature and filtered through diatomaceous earth. The filtrate was distilled under reduced pressure and dried to give 0.1 g of the target product 5-cyano-3-pyridinylboronic acid (yield: 32%).

References

[1] Patent: KR2017/79357, 2017, A. Location in patent: Paragraph 0300-0303
[2] Patent: WO2012/3283, 2012, A1. Location in patent: Page/Page column 187

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