Methyl 2,2,2-trichloroacetimidate → 6-fluoro-1-(4-methoxybutyl)-2-(trichloromethyl)-1H-benzimidazole

Participants

Reaction Steps

4-Fluoro-2-(4-methoxybutylamino)aniline (4.28 g) was dissolved in acetic acid (100 ml), methyl 2,2,2-trichloroethanimidate (2.49 ml) was added dropwise, and the mixture was stirred at room temperature for 2 hr. The reaction mixture was concentrated under reduced pressure, and the residue was azeotroped with toluene. The residue was subjected to silica gel column chromatography, and a fraction eluted with ethyl acetate was concentrated under reduced pressure to give the object product (6.53 g).

Provenance & Evidence