Dimethylformamide → HCID 21697001, compound

Participants

Reaction Conditions

Reaction Steps

(4-Bromo-3-fluoro-phenyl)-(4-chloro-phenyl)-(1-trityl-1H-imidazol-4-yl)-methanol (0.360 g, 0.578 mmol) and Zn(CN)2 (0.045 g, 0.405 mmol) was stirred in anhydrous DMF (8 mL). The solution was purged with Ar for 10 min, degassed under high vacuum for 5 min, then tetrakis(triphenylphosphine)palladium(0) (0.067 mg, 0.057 mmol) was added and the mixture stirred overnight at 80° C. under Ar. Subsequent additions of Zn(CN)2 and tetrakis(triphenylphosphine)palladium(0) were added to drive the reaction to completion. The reaction was diluted with EtOAc and extracted with satd. NaHCO3 solution, water and brine, dried (MgSO4), concentrated and purified using SiO2 chromatography (0.5% MeOH/CH2Cl2) to yield the title compound.

Provenance & Evidence