Hydroxyamine hydrochloride → HCID 178504674, compound

Participants

Reaction Steps

A mixture 4-({[4′-(methylsulfonyl)-4-biphenylyl]oxy}methyl)-1-piperidinecarbonitrile (60 mg, 0.16 mmol) and hydroxylamine hydrochloride (11 mg, 0.16 mmol) in ethanol (5 mL) was heated at 80° C. for 2 h, then cooled to ambient temperature overnight. The mixture was concentrated, and the crude product was purified by chromatography on a silica gel column using 0 to 10% MeOH/CH2Cl2 to give 60 mg (93%) of N-hydroxy-4-({[4′-(methylsulfonyl)-4-biphenylyl]oxy}methyl)-1-piperidinecarboximidamide as a white solid. 1H NMR (400 MHz, DMSO-d6): δ 7.93 (m, 2H), 7.87 (m, 2H), 7.69 (d, 2H, J=8.8 Hz), 7.05 (d, 2H, J=8.8 Hz), 3.91 (d, 2H, J=6.0 Hz), 3.84-3.74 (m, 2H), 3.22 (s, 3H), 3.02-2.96 (m, 2H), 2.05 (bs, 2H), 1.86-1.76 (m, 2H), 1.36-1.22 (m, 2H); LRMS (ESI), m/z 404 (M+H).

Provenance & Evidence