5-Bromopyridine-2-carbonyl chloride

Chemical Properties

Brown solid

Synthesis

General procedure for the synthesis of 5-bromo-pyridine-2-carbonyl chloride from 2-carboxylic acid-5-bromopyridine: To a solution of dichloromethane (80 mL) containing 5-bromo-pyridine-2-carboxylic acid (0.05 mmol), oxalyl chloride (0.24 mmol) and N,N-dimethylformamide (5 drops) were slowly added dropwise at room temperature. The reaction mixture was stirred at room temperature for 2 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure to give 5.4 g (100% yield) of 5-bromo-pyridine-2-carbonyl chloride.

References

[1] Patent: CN103130792, 2016, B. Location in patent: Paragraph 0533
[2] Patent: WO2014/164749, 2014, A1. Location in patent: Page/Page column 312
[3] Patent: WO2017/221100, 2017, A1. Location in patent: Paragraph 00262
[4] Tetrahedron, 2005, vol. 61, # 45, p. 10748 - 10756
[5] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 7, p. 2074 - 2079