4-(Trifluoromethyl)benzaldehyde → HCID 178506182, compound

Participants

Reaction Steps

A solution of N3-(4-bromo-3-chloro-5-(trifluoromethyl)phenyl)-1H-1,2,4-triazole-3,5-diamine Intermediate 1 (50 mg, 140 μmol) and 4-(trifluoromethyl)benzaldehyde (48.8 mg, 280 μmol) in MeOH (3 ml) was stirred at room temperature for 2 days, NaBH4 (31.8 mg, 841 μmol) was added and the reaction was stirred for 1 hour. The solvent was removed, and the reaction mixture was re-dissolved in DCM and was washed with water (2×4 ml), dried over MgSO4 and concentrated in vacuo. The crude material was purified by flash chromatography (silica gel, 24 g, 3% to 5% MeOH in DCM) and recrystallized from DCM to give a light yellow powder as desired product (53 mg, 73% yield). MS +m/z: 514 (M+H)+

Provenance & Evidence