反应详情

A mixture of methyl 2-methyl-2-(4-oxo-1-piperidinyl)propanoate (Int. A3) (14.28 g, 1 equiv), {[4′-(trifluoromethyl)-4-biphenylyl]methyl}amine (Int. A1) (19.6 g, 0.85 equiv), DCE (300 ml), acetic acid (3.8 ml, 0.90 equiv) and sodium triacetoxyborohydride (20.7 g, 1.25 equiv) was stirred at room temperature under nitrogen for 17.5 h. Aqueous sodium carbonate (2M solution, excess) was added and stirred for 4 h, then the mixture was extracted with a mixture of diethyl ether and THF. The organic extracts were backwashed with water and brine, dried over sodium sulfate and filtered through a pad of silica gel which was rinsed with 2.5% methanol in DCM. After evaporation in vacuo, the crude product was crystallised from ether/hexane, finally at ice bath temperature, which after drying yielded a white solid (20.9 g).

1. stirringstirred for 4 h
2. extractionthe mixture was extracted with a mixture of diethyl ether and THF
3. dry with materialdried over sodium sulfate
4. filtrationfiltered through a pad of silica gel which
5. washwas rinsed with 2.5% methanol in DCM
6. customAfter evaporation in vacuo
7. customthe crude product was crystallised from ether/hexane, finally at ice bath temperature, which
8. customafter drying