反应详情

A solution of 0.78 g (2.02 mmol) of 4-{4-[5-(4-chlorophenyl)pyridin-2-ylethynyl]phenyl}piperidin-4-ol and 0.59 mL (8.06 mmol) of cyclopropanecarbaldehyde in 40 mL of THF was stirred for 30 minutes at RT, then combined with 1.71 g (8.06 mmol) of sodium triacetoxyborohydride and 0.46 mL (8.06 mmol) of glacial acetic acid and stirred for a further 2 days at RT. The reaction mixture was combined with DCM, and the organic phase was washed with semisaturated aqueous sodium bicarbonate solution, dried over sodium sulfate, and evaporated down in vacuo. The crude product was stirred with isopropanol, and the precipitate was filtered off and dried in vacuo. Yield: 0.19 g (21% of theoretical); C28H27ClN2O (M=442.980); calc.: molpeak (M+H)+:443/445 (Cl); found: molpeak (M+H)+:443/445 (Cl); HPLC-MS: 7.26 minutes (method A).

1. washthe organic phase was washed with semisaturated aqueous sodium bicarbonate solution
2. dry with materialdried over sodium sulfate
3. customevaporated down in vacuo
4. stirringThe crude product was stirred with isopropanol
5. filtrationthe precipitate was filtered off
6. customdried in vacuo
7. custom7.26 minutes (method A)