Isobutyl chloroformate → HCID 66883005, compound

Participants

Reaction Steps

To a solution of 1.0 g of 41b in 10 ml of THF and 0.61 ml of N-methylmorpholine was added at −12° C. 0.72 ml of isobutyl chloroformate and stirring was continued at −15° C. for 30 min and at 20° C. for 1 h. The suspension obtained was added to a hot (60° C.) solution of 1.13 g of 1-(4-amino-3-fluoro-phenyl)-1H-pyridin-2-one (prepared according to C. F. Bigge et al., patent application WO 2003045912) in 8 ml of DMF and stirring was continued at 60° C. for 1 h. The reaction mixture was evaporated and the residue partitioned between 1 N HCl and AcOEt, the organic layer was washed with HCl and brine, dried and evaporated. The residue was chromatographed on silica using heptane/AcOEt (1:2) to give 1.28 g of the title compound 54a. MS: 385.0 (M+H)+.

Provenance & Evidence