4-(3-Pyridinyl)phenylboronic acid pinacol ester Chemical Properties

Boiling point:

410.7±28.0 °C(Predicted)

Density 

1.09

storage temp. 

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

pka

4.76±0.10(Predicted)

Appearance

White to off-white Solid

Safety Information

HS Code 

2933399990

4-(3-Pyridinyl)phenylboronic acid pinacol ester Usage And Synthesis

Synthesis

General procedure for the synthesis of 4-(3-pyridyl)phenylboronic acid pinacol ester from 3-(4-bromophenyl)pyridine and pinacol ester of bis(triphenylphosphine) as raw materials: under nitrogen protection, 3-(4-bromophenyl)pyridine (13 g, 56 mmol), pinacol ester of bisboronic acid (21.3 g, 84 mmol), potassium acetate (20 g, 200 mmol) and bis(triphenylphosphine)palladium dichloride (1 g ) were dissolved in dioxane (300 ml) and heated to reflux the reaction. After completion of the reaction, the reaction solution was concentrated and the crude product was purified by column chromatography to afford the target product 4-(3-pyridyl)phenylboronic acid pinacol ester 14.6 g in 93% yield.

References

[1] Patent: CN105753849, 2016, A. Location in patent: Paragraph 0058; 0059
[2] Organic Electronics: physics, materials, applications, 2018, vol. 62, p. 5 - 11
[3] Chemistry - A European Journal, 2017, vol. 23, # 60, p. 15089 - 15097
[4] Patent: JP5907069, 2016, B2. Location in patent: Paragraph 0186

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