6-Bromo-2-(4-chlorophenyl)imidazo[1,2-a]pyridine → 3-[2-(4-Chlorophenyl)imidazo[1,2-a]pyridin-6-yl]-4-fluorobenzaldehyde

Participants

Reaction Conditions

Reaction Steps

800 mg of 6-bromo-2-(4-chlorophenyl)imidazo[1,2-a]pyridine, 437 mg of 2-fluoro-5-formylbenzeneboronic acid and 150 mg of tetrakis(triphenylphosphine)palladium are placed under a stream of argon in a round-bottomed flask comprising a mixture, degassed beforehand under a stream of argon, of 8 ml of acetonitrile, 8 ml of toluene and 10 ml of a 0.5M sodium carbonate solution. The mixture is heated at 75° C. for 5 hours and then diluted, after cooling, with a mixture of water and ethyl acetate. The organic phase is separated, dried and concentrated under reduced pressure. The residue is purified by chromatography on silica gel, elution being carried out with a dichloromethane/ethyl acetate mixture. 486 mg of compound are obtained.

Provenance & Evidence