反应详情

1,1-dimethylethyl 7-[4-(1H-imidazol-2-yl)phenyl]-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate (490 mg, 1.25 mmol) was taken into dichloromethane (20 mL) followed by sequential addition of DIPEA (0.4 mL, 2.3 mmol) and isobutyl chloroformate (0.18 mL, 1.4 mmol) and the mixture was stirred at room temperature for 30 minutes. The mixture was concentrated then partitioned with ethyl acetate and 10% aqueous citric acid. The organic solution was washed with brine, dried over anhydrous sodium sulfate then filtered and concentrated. The residue thus obtained was taken into TFA (5 mL) and allowed to stand for 30 minutes at room temperature. The mixture was concentrated and the residue was partitioned with ethyl acetate and saturated aqueous sodium bicarbonate and the organic solution was washed with brine, dried over anhydrous sodium sulfate then filtered and concentrated to give 2-methylpropyl 2-[4-(2,3,4,5-tetrahydro-1,4-benzoxazepin-7-yl)phenyl]-1H-imidazole-1-carboxylate (361 mg, 65% yield). MS (EI) for C23H25N3O3: 392 (MH+).

1. concentrationThe mixture was concentrated
2. customthen partitioned with ethyl acetate and 10% aqueous citric acid
3. washThe organic solution was washed with brine
4. dry with materialdried over anhydrous sodium sulfate
5. filtrationthen filtered
6. concentrationconcentrated
7. customThe residue thus obtained
8. waitto stand for 30 minutes at room temperature
9. concentrationThe mixture was concentrated
10. customthe residue was partitioned with ethyl acetate and saturated aqueous sodium bicarbonate
11. washthe organic solution was washed with brine
12. dry with materialdried over anhydrous sodium sulfate
13. filtrationthen filtered
14. concentrationconcentrated