Diisopropylethylamine → HCID 11965785, compound

Participants

Reaction Steps

A solution of 2-amino-5-pyrimidin-5-yl-4-trifluoromethyl-benzoic acid methyl ester (518 mg, 1.74 mmol) and 4-chlorophenyl chloroformate (244 μL, 1.74 mmol) in dioxane (8 mL) was stirred at 80° C. for 2 h. After cooling to r.t., CH3SO2NHNH2 (230.4 mg, 2.1 mmol) and i-Pr2NEt (609 μL, 3.49 mmol) were added. The mixture was heated to 80° C. for 4 h and, cooled to r.t., and the solvent was removed in vacuo. The residue was purified by flash chromatography (120 g silica gel, DCM→MeOH in DCM (2% to 5%)). The product was sonicated in MeOH/Et2O to furnish the title compound (252 mg, 36%) as a beige powder. API-ES: m/z 402 [M+H]+, rt 2.52 min.

Provenance & Evidence