Acetic Anhydride → HCID 69743165, compound

Participants

Reaction Steps

6-[4-Cyano-5-(2,2-dimethyl-propylamino)-3-trifluoromethyl-pyrazol-1-yl]-pyridine-3-sulfonic acid amide (166.3 mg, 0.413 mMol), was dissolved in methylene chloride (10 ml) and stirred under nitrogen. Acetic anhydride (126.5 mg, 1.239 mMol), triethylamine (49.3 mg, 0.49 mMol) and N,N-dimethylaminopyridine (25.2 mg, 0.5 mMol) were added into the methylene chloride solution, and stirred for 18 hours. The reaction mixture was washed with water and brine, dried with magnesium sulfate, filtered, and evaporated. The residue was chromatographed on silica, eluting with 0.75% methanol/methylene chloride, to give a free acid in 80% yield. The free acid was converted to the sodium salt by reacting the free acid with one equivalent of sodium hydroxide in ethanol, evaporation, and drying under high vacuum. The desired product was isolated by chromatography on silica gel column. MS: 443.5 ES, r.t.: 3.0 minutes.

Provenance & Evidence