反应详情

To a freshly prepared solution of hydrochloric acid in EtOH (10 ml) was added at 0° C. (2RS,5SR)-5-(4-fluoro-phenyl)-1-(toluene-4-sulfonyl)-pyrrolidine-2-carbonitrile (0.50 g, 1.45 mmol), the reaction mixture was stirred at room temperature for 1.5 h and evaporated. The light brown solid (0.65 g) was dissolved in EtOH (10 ml), methyl-hydrazine (86.9 mg, 1.89 mmol) and triethylamine (0.51 ml, 3.63 mmol) were added and the mixture was stirred at room temperature for 2 h. The reaction mixture was evaporated, subsequently dissolved in formic acid (10 ml), stirred at room temperature for 0.5 h and heated under reflux conditions for 1.5 h. Evaporation, aqueous work-up, column chromatography on silica gel (ethyl acetate) and crystallization from ethyl acetate/hexane yielded the title compound (0.37 g, yield 64%) as a white solid, m.p. 160° C. and MS: m/e=400 (M+).

1. customevaporated
2. dissolutionThe light brown solid (0.65 g) was dissolved in EtOH (10 ml)
3. stirringthe mixture was stirred at room temperature for 2 h
4. customThe reaction mixture was evaporated
5. dissolutionsubsequently dissolved in formic acid (10 ml)
6. stirringstirred at room temperature for 0.5 h
7. temperatureheated under reflux conditions for 1.5 h
8. customEvaporation, aqueous work-up, column chromatography
9. customon silica gel (ethyl acetate) and crystallization from ethyl acetate/hexane