Ammonium Chloride → HCID 178505397, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 3-[5-chloro-2-(1-cyclohexylmethyl-5,6-difluoro-1H-benzoimidazol-2-yl)-phenoxymethyl]-benzonitrile (0.15 g, 0.30 mmol) in N,N-dimethylformamide (10 ml) was added sodium azide (27 mg, 0.42 mmol) and ammonium chloride (22 mg, 0.42 mmol) and the reaction mixture was heated for 12 h at 120° C. The solvent was evaporated under reduced pressure, the residue was diluted with water and extracted with ethyl acetate. The organic layer was washed with water followed by brine, dried over sodium sulfate, filtered, and evaporated under reduced pressure. The crude product was purified by column chromatography over silica gel (4-5% methanol/dichloromethane) to yield the desired compound as a colorless powder (14%). MS (Turbo Spray): m/z=535.2 (M+H).

Provenance & Evidence