3-Nitrophenylboronic Acid → 3-(3-Trifluoromethylpyridin-2-yl)nitrobenzene

Participants

Reaction Conditions

Reaction Steps

To a suspension of 2-chloro-3-trifluoromethylpyridine (908 mg), 3-nitrophenylboronic acid (1.09 g) and tetrakis(triphenylphosphine)-palladium (289 mg) in 1,2-dimethoxyethane (20 ml) was added 2M aqueous solution of sodium carbonate (6.5 ml). The mixture was stirred at 80° C. for 7 hours under a nitrogen atmosphere, then cooled to room temperature and diluted with ethyl acetate. The organic layer was separated, washed with water and brine and dried over sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by column chromatography (silica gel 50 g, ethyl acetate:n-hexane=20:80 to 25:75) to give 3-(3-trifluoromethylpyridin-2-yl)-nitrobenzene (677 mg).

Provenance & Evidence