Dimethylformamide → HCID 11524105, compound

Participants

Reaction Steps

1.6 ml (18.4 mmol) of oxalyl dichloride and 0.2 ml of dimethylformamide are added to a mixture consisting of 2.96 g (16.8 mmol) of 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid in 100 ml of dichloromethane. After 2 hours at room temperature, a solution consisting of 3.83 g (16.0 mmol) of 4′-chloro-5,3′-difluorobiphenyl-2-yl-amine and 2.9 ml (20.8 mmol) in 100 ml of dichloromethane is added. The reaction mixture is stirred for 16 hours at room temperature. For work-up, the reaction mixture is poured into water, and the organic phase is separated, dried over magnesium sulphate and concentrated in vacuo. Column chromatography (petroleum ether/acetone 3:1) yields 5.94 g (93% of theory) of N-(4′-chloro-3′,5-difluorobiphenyl-2-yl)-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide with a logP (pH 2.3) of 3.05.

Provenance & Evidence