Dimethylformamide → 3-chloro-5-[(5-chloro-1H-benzimidazol-4-yl)oxy]benzonitrile

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Reaction Conditions

Reaction Steps

To a solution of 4-(3-bromo-5-chlorophenoxy)-5-chloro-1H-benzimidazole 430 mg, 1.201 mmol) in DMF (5 mL) was added palladium tetrakistriphenylphosphine (416 mg, 0.360 mmol) and zinc cyanide (141 mg, 1.201 mmol) and the mixture heated to 90° C. for 1 hour. This mixture was partitioned between ethyl acetate (50 mL) and water (20 mL). The organic extract was washed with water (10 mL), dried over MgSO4, filtered and the solvent removed in vacuo. This residue was purified on silica gel eluting with 0-20% ethyl acetate/methylene chloride to give the title compound. LRMS (M+1)=303.8.

Provenance & Evidence