Hydroxyamine hydrochloride → HCID 59240453, compound

Participants

Reaction Steps

To a 50 mL flask attached with condenser was added 1-(1-(4-bromo-2-chlorophenyl)-2-(2-chlorophenyl)-1H-imidazol-4-yl)-4,4,4-trifluorobutane-1,3-dione (138 mg, 273 μmol) and MeOH (12 mL). To the solution was added hydroxylamine-HCl (190 mg, 2.73 mmol). The reaction solution was allowed to stir at reflux for 1.5 h. The solution was concentrated in vacuo and the residue was taken into EtOAc and washed with aq. NaHCO3 (50 mL×2). The EtOAc phase was partitioned, dried over Na2SO4, filtered, and concentrated in vacuo. The crude material was chromatographed through a 12 g SiO2 column using a 100% hexane to 60% EtOAc gradient to yield 120 mg (86% yield) of title compound. MS (ESI) 508.3, 510.3 [M+H]+.

Provenance & Evidence