Hydrochloric Acid → HCID 69768833, compound

Participants

Reaction Steps

To a stirred solution of 1-tert-butoxycarbonyl-(2S,3S)-3-(6-methoxy-1-methyl-1-trifluoromethylisochroman-7-yl)methylamino-2-phenylpiperidine (325 mg, 0.61 mmol) in ethyl acetate (5 ml) was added a methanolic HCl solution dropwise under nitrogen at room temperature for 8 hours. The solvent was removed, and recrystallized from ethanol to give the title compound (88 mg, 28.4%). mp: 193-201° C. 1H-NMR (major isomer, free amine, CDCl3): 7.33-7.20 (m, 5H), 6.95 (s, 1H), 6.43 (s, 1 H), 4.13-4.09 (m, 1H), 3.92-3.84 (m, 2H), 3.62 (d, J=13.9 Hz, 1H), 3.51 (s, 3H), 3.33 (d, J=13.9 Hz, 1H), 3.31-3.24 (m, 1H), 2.84-2.74 (m, 4H), 2.12-2.07 (m, 1H), 1.94-1.82 (m, 1H), 1.67-1.62 (m, 1H), 1.59 (s, 3H), 1.43-1.38 (m, 1H)

Provenance & Evidence