Dimethylformamide → HCID 56943704, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of N-[4-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]-1-methyl-N-(propan-2-yl)-1H-imidazole-4-carboxamide (100 mg), 2-bromopyridine (47 mg), tetrakis(triphenylphosphine)palladium (29 mg), potassium carbonate (69 mg), dimethylformamide (1.0 mL) and ethanol (0.5 mL) was stirred under irradiation with microwave while heating at 150° C. for 50 min. After the mixture was diluted with ethyl acetate, the insoluble matter was filtered off, and the solvent was distilled off under reduced pressure. The residue was diluted with ethyl acetate, and then washed with water and brine. The organic phase was collected and dried over sodium sulfate, the desiccant was filtered off and the solvent was then distilled off under reduced pressure. The resulting residue was purified by column chromatography (NH silica gel cartridge, hexane:ethyl acetate=75:25-0:100) and (silica gel cartridge, chloroform:methanol=100:0-98:2) to afford the title compound (25 mg).

Provenance & Evidence