Hydrochloric Acid → HCID 16038376, compound

Participants

Reaction Steps

1′-[(1R)-3-(tert-butoxycarbonyl-methylamino)-1-phenylpropyl] spiro [cyclohexane-1,3′-indol]-2′(1′H)-one (70 mg, 0.15 mmol) was dissolved in ether (5 mL) and 2N HCl in ethyl acetate (0.3 mL, 0.6 mmol) was added. The mixture was stirred 16 hours then concentrated under a stream of nitrogen. The residue was purified via chromatography (silica, 5% methanol saturated with ammonia in chloroform) to give 50 mg of 1′-[(1R)-3-(methylamino)-1-phenylpropyl]spiro[cyclohexane-1,3′-indol]-2′(1′H)-one. The freebase was dissolved in ether (2 mL) and treated with 1N hydrochloric acid in ether (0.14 mL, 0.14 mmol, 1 equivalent). The white precipitate was collected and dried under vacuum to give 56 mg of 1′-[(1R)-3-(methylamino)-1-phenylpropyl]spiro[cyclohexane-1,3′-indol]-2′(1′H)-one hydrochloride.

Provenance & Evidence