Methanol → HCID 136200883, compound

Participants

Reaction Conditions

Reaction Steps

4′-Chloro-3-iodo-3′-(trifluoromethyl)biphenyl-4-ol (Preparation 55, 167 mg, 0.42 mmol) was dissolved in acetonitrile (1 mL) and 4-(tributylstannyl)pyridazine (200 mg, 0.55 mmol), caesium fluoride (127 mg, 0.84 mmol), copper iodide (16 mg, 0.084 mmol) and tetrakis(triphenylphosphine)palladium (0) (46 mg, 0.04 mmol) were added. The reaction was stirred at 45° C. for 40 minutes and then partitioned between ethyl acetate (50 mL) and water (10 mL) containing 0.880 ammonia (1 mL). The mixture was stirred for 20 minutes. The ethyl acetate was separated, dried over MgSO4, filtered and evaporated. The residue was chromatographed on silica eluting with a gradient of dichloromethane:methanol: 0.880NH3 100:0:0 to 92:8:0.8 to give the title compound (95 mg, 0.27 mmol, 64%) as a white solid.

Provenance & Evidence