Uses
1-Boc-pyrazole-4-boronic Acid Pinacol Ester is used as a reagent in the synthesis of several inhibitors including thieno[3,2-c]pyridin-4-amines which are a novel series of Bruton’s tyrosine kinase (BTK) inhibitors which can be used in drug design.
Synthesis
4-Pyrazoleboronic acid pinacol ester (1.16 g, 6.0 mmol) and di-tert-butyl dicarbonate (1.58 g, 7.2 mmol) were used as raw materials and dissolved in dichloromethane (40 mL). A catalytic amount of 4-dimethylaminopyridine (102 mg, 0.84 mmol) was added and the reaction was stirred at room temperature for 4 hours. After completion of the reaction, water was added to the reaction system and extracted with ethyl acetate. The organic phase was washed with saturated aqueous sodium chloride solution and then the solvent was removed by rotary evaporation to give the crude product 1-Boc-pyrazole-4-boronic acid pinacol ester (1.5 g, 85% yield).
References
[1] Patent: CN103936728, 2016, B. Location in patent: Paragraph 0177; 0203; 0204; 0205
[2] Patent: US2006/46991, 2006, A1. Location in patent: Page/Page column 68
[3] Patent: WO2018/154466, 2018, A1. Location in patent: Paragraph 001162; 001164; 001165
[4] Patent: WO2008/88881, 2008, A1. Location in patent: Page/Page column 58
[5] Patent: WO2004/56727, 2004, A2. Location in patent: Page 97
