Tetrahydrofuran → 2-(4-bromo-1H-imidazol-1-yl)-5-(trifluoromethyl)pyridine

Participants

Reaction Conditions

Reaction Steps

A dried pressure tube was charged with 4-bromo-1H-imidazole (100 mg, 667 μmol), tetrahydrofuran (3 ml), N,N-dimethylformamide (2 ml), 2-(methylsulfonyl)-5-(trifluoromethyl)pyridine (150 mg, 667 μmol), and cesium carbonate (261 mg, 800 μmol). The tube was sealed and heated at 105° C. for 16 hours. For the workup, the reaction mixture was evaporated at reduced pressure and the residue directly purified by chromatography on silica gel using a gradient of heptane/ethyl acetate=100:0 to 60:30 as the eluent. The 2-(4-bromo-1H-imidazol-1-yl)-5-(trifluoromethyl)pyridine (167 mg, 86% yield) was obtained as a crystalline white solid. MS (ISP): m/z=292.0 [M+H]+ and 294.2 [M+2+H]+.

Provenance & Evidence