Hydrochloric Acid → 4-Bromo-2-(4-isopropyl-phenyl)-7-methoxy-5-(3-methoxy-benzyl)-1-(2-methoxy-ethyl)-1H-benzoimidazole

Participants

Reaction Conditions

Reaction Steps

A mixture of 125 mg (0.233 mmol) [4-bromo-2-(4-isopropyl-phenyl)-7-methoxy-1-(2-methoxy-ethyl)-1H-benzoimidazol-5-yl]-(3-methoxy-phenyl)-methanone (example 26o), 45 mg KOH pellets, 3.2 ml hydrazine-monohydrate, 0.5 ml water and 13 ml ethyleneglykol is stirred at 190° C. for 2 h. After that the reaction mixture is poured on 4N HCl-solution 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=3:1) to afford 20 mg of the title compound as an off-white crystalline solid.

Provenance & Evidence