Sodium Carbonate → 4-[4-(6-Cyano-2,3-difluoro-phenoxy)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester

温度

160 °C

A mixture of 3,4-difluoro-2-hydroxy-benzonitrile (Oakwood Products, Inc., West Columbia, S.C., USA; 14 mg, 0.089 mmol), 4-(4-chloro-pyrazolo[3,4-d]pyrimidin-1-yl)-piperidine-1-carboxylic acid tert-butyl ester (Intermediate 19; 30 mg, 0.089 mmol), and potassium carbonate (27 mg, 0.196 mmol) in dimethylformamide (1 mL) was heated in a microwave oven at 160° C. for 10 min. Saturated sodium carbonate solution was added to the reaction mixture, and the mixture was then filtered through a pad of silica gel to remove the precipitate. The silica gel pad was washed with methanol and the solvents were evaporated from the filtrate. The residue was purified by HPLC to give 4-[4-(6-cyano-2,3-difluoro-phenoxy)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester (7 mg, 17%) as a white solid. Mass spectrum MH+=457.

1. filtrationthe mixture was then filtered through a pad of silica gel
2. customto remove the precipitate
3. washThe silica gel pad was washed with methanol
4. customthe solvents were evaporated from the filtrate
5. customThe residue was purified by HPLC

ORDレコード

ord-3c6499a070c84399af7a635832b09034

出典データセット

uspto-grants-2012_05

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08188098B2