HCID 22004675, compound → HCID 22004657, compound

Participants

Reaction Steps

A mixture of 4-(4-nitrobenzyl)-1-(3-hydroxy-butyl) piperidine hydrochloride (0.17 g, 0.53 mmol) in methanol (10 mL) with Pd/C 10% (0.06 g) was hydrogenated at 1 atm and 25° C. for 18 h then, after filtration through a celite pad and concentration under reduced pressure, the crude compound was triturated with EtOAc (10 mL) for 15 h to afford the title compound (0.13 g, 80%) as a pale pink solid: mp 155-160° C.; 1H NMR (D2O) 1.038 (d, J=6.0, 3H), 1.28-1.36 (m, 2H), 1.58-1.82 (m, 5H), 2.342 (d, J=6.3, 2H), 2.65-2.80 (m, 2H), 2.90-3.10 (m, 2H), 3.32-3.43 (m, 2H), 3.65-3.80 (m, 1H), 6.64 (d, J=8.7, 2H), 6.909 (d, J=8.4, 2H) ; Anal calcd for C16H27ClN2O H2O: C 60.65, H 9.22, N 8.84, found C 61.45, H 8.76, N 8.81.

Provenance & Evidence