Sodium Carbonate → 2-(4-Isopropyl-phenyl)-7-methoxy-1-(2-methoxy-ethyl)-4-phenyl-1H-benzoimidazole

Participants

Reaction Conditions

Reaction Steps

A mixture of 100 mg (0.25 mmol) 4-bromo-2-(4-isopropyl-phenyl)-7-methoxy-1-(2-methoxy-ethyl)-1H-benzoimidazole, 45 mg (0.424 mmol) sodium carbonate, 34 mg (0.275 mmol) phenyl-boronic acid and 10 mg tetrakis(triphenylphosphine) palladium in 10 ml toluene/water (3:1) is stirred at 100° C. for 9 hours. Then the reaction mixture is cooled to room temperature and poured on water and extracted (3×) with ethyl acetate. The combined organic layers are washed with water (2×) and brine, dried over MgSO4, filtered and concentrated in vacuo. The residue is purified by flash-chromatography on silica gel (hexane:EtOAc=4:1) to afford 53 mg of the title compound as a white crystalline solid.

Provenance & Evidence