反应详情

(S)-3-Amino-1-benzylpyrrolidine (10 g) and triethylamine (24 ml) were dissolved in DMF (100 ml). Under ice-cooling, 1-adamantanecarbonyl chloride (12.4 g) was added thereto, and the mixture was stirred overnight at room temperature. The solvent was evaporated under reduced pressure. To the obtained residue was added ethyl acetate and the mixture was washed with saturated brine. The solvent was evaporated under reduced pressure, and the obtained residue was subjected to silica gel column chromatography (chloroform:methanol=30:1). The obtained eluate was concentrated and IPE was added to the obtained residue. The precipitated crystals were collected by filtration to give (S)-N-(1-benzylpyrrolidin-3-yl)-1-adamantanecarboxamide (14.8 g), melting point 130-132° C.

1. temperatureUnder ice-cooling
2. customThe solvent was evaporated under reduced pressure
3. additionTo the obtained residue was added ethyl acetate
4. washthe mixture was washed with saturated brine
5. customThe solvent was evaporated under reduced pressure
6. concentrationThe obtained eluate was concentrated
7. additionIPE was added to the obtained residue
8. filtrationThe precipitated crystals were collected by filtration