反应详情

温度

0 °C

Pyridine hydrofluoride (0.037 g, 0.38 mmol) was added dropwise to a solution of (5R,6S,9R and 5S,6R,9S)-6-(2,3-difluorophenyl)-5-fluoro-9-((triisopropylsilyl)oxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine (0.155 g, 0.345 mmol) in tetrahydrofuran (3 mL) cooled to 0° C., and the mixture was stirred for 3 h. The reaction mixture was partitioned between saturated aqueous sodium bicarbonate solution and ethyl acetate (3×). The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, and concentrated. The residue was purified by flash chromatography on silica gel, eluting with 55% dichloromethane in petroleum ether to give the title compound as a racemic mixture. MS: m/z=294.2 (M+1).

1. customThe reaction mixture was partitioned between saturated aqueous sodium bicarbonate solution and ethyl acetate (3×)
2. washThe combined organic layers were washed with brine
3. dry with materialdried over anhydrous sodium sulfate
4. concentrationconcentrated
5. customThe residue was purified by flash chromatography on silica gel
6. washeluting with 55% dichloromethane in petroleum ether