反应详情

A solution of 1-chloro-6-(trifluoromethyl)indane (1.52 g, 6.89 mmol), tert-butyl (3S)-3-methylpiperazine-1-carboxylate (2.1 g, 10 mmol), sodium iodide (3 g, 20 mmol) and triethylamine (3 g, 30 mmol) in DMF (20 mL) was stirred at 60° C. overnight. After cooling to room temperature, water was added. The resulting solution was extracted with EtOAc twice. The combined extracts were washed with water and brine, dried over MgSO4 and concentrated. Column chromatography on silica (10%-30% EtOAc in hexane) afforded two isomers. Isomer 1: 0.52 g (brown oil). MS calculated for C20H27F3N2O2: (M+H)+ 385; found 385.2. Isomer 2: 0.41 g (brown oil). MS: (M+H)+ 385.2

1. extractionThe resulting solution was extracted with EtOAc twice
2. washThe combined extracts were washed with water and brine
3. dry with materialdried over MgSO4
4. concentrationconcentrated
5. customColumn chromatography on silica (10%-30% EtOAc in hexane) afforded two isomers