Hydrochloric Acid → HCID 67497908, compound

Participants

Reaction Steps

The (S)-tert-butyl 1-(6-(4-fluorophenyl)indolin-1-yl)-1-oxo-3-phenylpropan-2-ylcarbamate (93.0 mg, 202 μmol) was dissolved in dichloromethane and TFA (1.0 mL, 13 mmol) was added. The resulting solution was stirred for three hours. The mixture was then concentrated and the residue was dissolved in ethyl acetate and extracted with saturated sodium bicarbonate (1×30 mL). The organic layer was then dried over magnesium sulfate and concentrated to dryness and the residue was again dissolved in ethyl acetate and 2.0 equivalents of 1M HCl in ether solution was added. A precipitate formed and the slurry was filtered and washed with hexanes to give (2S)-2-amino-1-(6-(4-fluorophenyl)indolin-1-yl)-3-phenylpropan-1-one hydrochloride (65 mg, 89% yield). MS ESI (pos.) m/e: 361.1 (M+H).

Provenance & Evidence