2,2,2-Trifluoroethylamine hydrochloride → HCID 86656357, compound

Participants

Reaction Steps

To a solution of tert-butyl (2R,5R)-5-[{[4-{2-[(difluoroacetyl)amino]ethyl}-2,2-dimethyl-3-oxo-7-(trifluoromethyl)-3,4-dihydro-2H-1,4-benzoxazin-6-yl]carbonyl}(isopropyl)amino]-2-(2-oxoethyl)piperidine-1-carboxylate (377 mg) in ethanol (3 ml) were added 2,2,2-trifluoroethylamine hydrochloride (227 mg), acetic acid (128 μl), sodium triacetoxyborohydride (367 mg), and the mixture was stirred at room temperature for 19 hours. To the reaction solution was added a saturated aqueous sodium hydrogen carbonate solution (2 ml), and the mixture was extracted with ethyl acetate (50 ml). The organic layer was dried over sodium sulfate, filtered, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (the developing solvent: chloroform/methanol=99/1) to give the title compound (425 mg).

Provenance & Evidence