反应详情

A solution of (3R,6S)-3-amino-1-(2-methoxyethyl)-6-phenylazepan-2-one (0.015 g, 0.057 mmol) and 4-nitrophenylchloroformate (0.012 g, 0.057 mmol) in dry tetrahydrofuran (2 mL) was cooled to 0° C. under argon. Triethylamine (0.006 g, 0.057 mmol) was added and the reaction stirred for 1 h. Solid 4-chloro-1-piperidin-4-yl-1,3-dihydro-2H-benzimidazol-2-one (0.057 mmol) followed by triethylamine (0.055 g) were added. The reaction was allowed to come to room temperature and stirred for 1 h. The reaction was diluted with dicholoromethane and extracted with 1N NaOH until the yellow color of the organic layer disappeared. The organic layer was dried over sodium sulfate, concentrated and purified by normal phase chromatography (silica gel, 0 to 7% methanol in methylene chloride gradient elution), which gave the title compound (9 mg). MS 540.2370 (M+1).

1. additionwere added
2. customto come to room temperature
3. stirringstirred for 1 h
4. additionThe reaction was diluted with dicholoromethane
5. extractionextracted with 1N NaOH until the yellow color of the organic layer
6. dry with materialThe organic layer was dried over sodium sulfate
7. concentrationconcentrated
8. custompurified by normal phase chromatography (silica gel, 0 to 7% methanol in methylene chloride gradient elution), which