Water → 4-[5-(chloromethyl)-1H-tetrazol-1-yl]-3-methyl-2-(trifluoromethyl)benzonitrile

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-[5-(hydroxymethyl)-1H-tetrazol-1-yl]-3-methyl-2-(trifluoromethyl)benzonitrile (Intermediate 48, 294 mg, 1.04 mmol) in dichloromethane (5 mL) and N,N-Dimethylformamide (0.5 mL), cooled in an ice bath under argon, was added dropwise thionyl chloride (0.080 mL, 1.09 mmol). The reaction was stirred at 25° C. for two hours. To the reaction was added water (50 mL) and DCM (100 mL) and the reaction partitioned through a hydrophobic frit. The organic layer was evaporated to dryness under vacuum to afford 240 mg of the title compound as a colourless oil.

Provenance & Evidence