5-Chlorovaleryl chloride → HCID 69192083, compound

Participants

Reaction Steps

To a solution of 5-amino-1,3-dimethyl-1H-pyrazole-4-carbonitrile (1.59 g, 11.67 mmol) in anhydrous pyridine (15 mL) was slowly added 5-chlorovaleryl chloride (1.80 mL, 14.0 mmol) at 0° C. After addition, the reaction mixture was allowed to warm up to rt and stir at rt overnight. The reaction mixture was concentrated on a rotavapor and the residue was partitioned between ethyl acetate and brine. The organic phase was washed with brine and concentrated. The residue was separated by flash chromatography (silica gel, 50-80% gradient EtOAc in hexane) to provide Example 96A. Yield: 2.42 g (81%). MS (DCI): m/z 255 (M+H)+.

Provenance & Evidence