反应详情

Add phosgene (0.5 mmol) to a solution of cyclopentanol (0.5 mmol) in DCM (1 mL) at 0° C. under nitrogen. To this cooled solution add diisopropyl ethylamine (0.5 mmol) dropwise. After stirring for 1 h with cooling, warm the mixture to room temperature and add N-(3,5-Bis-trifluoromethyl-benzyl)-N-(8-chloro-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl)-acetamide (0.05 g, 0.11 mmol) in dichloromethane (0.5 mL) and pyridine (0.5 mmol). After stirring at room temperature for 14-16 h dilute the reaction with dichloromethane (2 mL) and wash with 5% HCl (2 mL) followed by water (2 mL) and brine (2 mL). Dry the organics over sodium sulfate, filter, and remove solvent under vacuum. Chromatograph the crude mixture over silica gel using ethyl acetate/hexane (10-30%) to elute. This affords the title compound (0.06 g, 95%) as an oil which crystallizes upon standing: MS (ES+): 577 (M+H).

1. temperaturewith cooling
2. stirringAfter stirring at room temperature for 14-16 h
3. additiondilute
4. washwash with 5% HCl (2 mL)
5. dry with materialDry the organics over sodium sulfate
6. filtrationfilter
7. customremove solvent under vacuum
8. washto elute