Triethylamine → HCID 67050111, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-(2-bromo-4-chloro-phenyl)-1-cyclohexylmethyl-1H-benzoimidazole (0.56 g, 1.38 mmol) in dry tetrahydrofuran (8 ml) were added 4-ethynyl-benzonitrile (0.22 mg, 1.7 mmol; CAS Reg. No. 3032-92-6), bis(triphenylphosphine)palladium(ii) dichloride (63 mg, 0.09 mmol), copper(I) iodide (8 mg, 0.04 mmol) and triethyl amine (10 ml) at 25° C. in a sealed tube. The resulting mixture was degassed and back-filled with nitrogen three times. It was then allowed to stir at 80° C. for 16 h. The reaction mixture was filtered through a bed of celite, concentrated under reduced pressure. The residue was purified by column chromatography over silica gel (20-25 ethyl acetate/n-hexane) to afford the desired compound as an off-white powder (38%). MS (Turbo Spray): m/z=450.0 (M+H).

Provenance & Evidence