Chloroform → HCID 86690494, compound

Participants

Reaction Steps

A solution 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 (600 mg), 4-methylimidazole (205 mg) and di-μ-hydroxobis[(N,N,N′,N′-tetramethylethylenediamine)copper(II)]dichloride (231 mg) in chloroform (6.0 mL) was stirred under oxygen atmosphere at room temperature for 2 days. The reaction mixture was filtered through Celite, 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), PTLC(NH silica gel, ethyl acetate) and PTLC (silica gel, chloroform:methanol=19:1). The resulting residue was dissolved in acetonitrile and 4N hydrochloric acid/ethyl acetate (0.08 mL) was added thereto, followed by concentration to afford the title compound (59 mg).

Provenance & Evidence