反应详情

To a solution of (E)-3-(4-cyano-phenyl)-acrylic acid (0.042 g, 0.242 mmol) in dichloromethane (1 ml) is added triethylamine (0.046 ml, 0.331 mmol) and (benzotriazo-1-yloxy)tripyrrolidino-phosphonium hexafluorophosphate (0.126 g, 0.242 mmol). The reaction mixture is stirred at ambient temperature for 5 minutes and then a solution of [1-((R)-2-amino-3-phenyl-propyl)-piperidin-4-yl]-(4-fluoro-phenyl)-methanone (0.075, 0.220 mmol) in dichloromethane (1 ml) is added. Stirring is continued for a further 3 hours, then the reaction mixture is diluted with dichloromethane (25 ml) and washed with saturated sodium bicarbonate solution and saturated brine. The dichloromethane is dried over magnesium sulphate and the solvent evaporated. The crude product is purified by flash silica chromatography (ethyl acetate:hexane, 5:1 elution) to afford (E)-N-{(R)-1-Benzyl-2-[4-(4-fluoro-benzoyl)-piperidin-1-yl]-ethyl}-3-(3-cyano-phenyl)-acrylamide. [MH]+496.8.

1. stirringStirring
2. waitis continued for a further 3 hours
3. washwashed with saturated sodium bicarbonate solution and saturated brine
4. dry with materialThe dichloromethane is dried over magnesium sulphate
5. customthe solvent evaporated
6. customThe crude product is purified by flash silica chromatography (ethyl acetate:hexane, 5:1 elution)