Ammonium Chloride → HCID 86656370, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of tert-butyl (3R)-3-(isopropyl{[4-(4-methoxybutyl)-2-methyl-2-[(oxiran-2-ylmethoxy)methyl]-3-oxo-7-(trifluoromethyl)-3,4-dihydro-2H-1,4-benzoxazin-6-yl]carbonyl}-amino)piperidine-1-carboxylate (113 mg) in tetrahydrofuran (1 ml) was added sodium ethoxide (0.1 ml, 20% ethanol solution), and the mixture was stirred at 50° C. for 2 hours. The reaction solution was cooled, and thereto was added a saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The extract was washed with a saturated aqueous sodium chloride solution, dried over sodium sulfate, filtered, and concentrated under reduced pressure. To the obtained residue was added acetic acid (1 ml), and the mixture was stirred at 50° C. for one hour. The solution was cooled to room temperature, and thereto was added ethyl acetate, and the organic layer was washed with water, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (13 mg).

Provenance & Evidence