1,3-Propanediol → 7-(1-Methyl-5-indolyl)-1-phenyl-5-trifluoromethylbenzimidazole

Participants

Reaction Steps

A mixture of 7-iodo-1-phenyl-5-trifluoromethylbenzimidazole (1.0 g, 2.5 mmol), 1-methyl-5-indolyl boronic acid (0.65 g, 3.73 mmol), 1,3-propanediol (0.9 ml, 12.4 mmol), potassium carbonate (1.71 g, 12.4 mmol) and bis(triphenylphosphin)palladium dichloride (100 mg, 0.14 mmol) in a mixture of dimethoxyethane (20 ml) and water (10 ml) was stirred at reflux in a nitrogen atmosphere for 1 hour. The cooled reaction mixture was partitioned between ethyl acetate and water and the organic layer was dried over magnesium sulphate and evaporated under reduced pressure. The residue was triturated in ethanol to afford the title product as an off-white solid (0.82 g, 84%) m/z, 392.1 (M+H)+.

Provenance & Evidence