Hydrochloric Acid → 5-(3-(Piperidin-4-ylidenemethyl)phenoxy)-2-(trifluoromethyl)pyridine hydrochloride

Participants

Reaction Steps

A solution of tert-butyl 4-(3-(6-(trifluoromethyl)pyridin-3-yloxy)benzylidene)piperidine-1-carboxylate (0.140 g) in dichloromethane (5 mL, 0.06 M) was treated with hydrogen chloride gas for 2 min. The reaction was allowed to stir for 2 h and then was concentrated to give the title compound as a white foam (0.100 g, 84% yield) which was used without purification. 1H NMR (400 MHz, DMSO-d6) δ ppm 2.50 (2H, t, J=5.8 Hz), 2.59 (2H, t, J=5.8 Hz), 3.04 (2H, t, J=6.0 Hz), 3.10 (2H, t, J=6.0 Hz), 6.44 (1H, s), 7.01-7.09 (2H, m), 7.13 (1H, d, J=7.8 Hz), 7.43 (1H, t, J=7.8 Hz), 7.52 (1H, dd, J=8.6, 2.7 Hz), 7.88 (1H, d, J=8.6 Hz), 8.52 (1H, d, J=2.7 Hz), 8.98 (2H, br. s.).

Provenance & Evidence