反应详情

温度

60 °C

Cyclopropyl boronic acid (11 g, 127 mmol), Copper acetate (17.4 g, 95.7 mmol), Pyridine (17.7 g, 223 mmol) and triethylamine (22.4 mL, 160 mmol) were added successively to a solution of 5-Trifluoromethyl-1H-pyrazole-4-carboxylic acid ethyl ester (Preparation 143, 6.63 g, 31.9 mmol) in THF (70 mL) and the resulting mixture was allowed to stir at 60° C. for 36 hours. The reaction mixture was filtered over a celite bed and filtrate was concentrated in vacuo and diluted with EtOAc (200 mL). The organic layer was washed with 1N HCl (1×25 mL), brine (1×25 mL) and dried (Na2SO4) and evaporated in vacuo. The crude material was purified by column chromatography on silica gel (Hexane:EtOAc 85:15) to afford the title compound as brown solid in 29% yield, 2.3 g.

1. filtrationThe reaction mixture was filtered over a celite bed and filtrate
2. concentrationwas concentrated in vacuo
3. additiondiluted with EtOAc (200 mL)
4. washThe organic layer was washed with 1N HCl (1×25 mL), brine (1×25 mL)
5. dry with materialdried (Na2SO4)
6. customevaporated in vacuo
7. customThe crude material was purified by column chromatography on silica gel (Hexane:EtOAc 85:15)