Potassium Carbonate → HCID 86682366, compound

Participants

Reaction Steps

2-Pyridazin-4-yl-4-(trifluoromethoxy)phenol (Preparation 30, 88 mg, 0.34 mmol) was dissolved in dimethylsulfoxide (4 mL). Potassium carbonate (90 mg, 0.65 mmol) was added, followed by tert-butyl[(5-chloro-2,4-difluorophenyl)sulfonyl]1,3-thiazol-4-ylcarbamate (Preparation 4, 141 mg, 0.34 mmol). The reaction mixture was stirred for 18 hours at ambient temperature then diluted with water and extracted with ethyl ether (×3). The combined organic phase was concentrated in vacuo and purified by silica gel column chromatography (hexanes to ethyl acetate gradient elution). The residue was dissolved in saturated hydrogen chloride in methanol and stirred for 18 hours at ambient temperature. The reaction mixture was concentrated in vacuo and purified by reverse phase HPLC to afford the title compound as an off-white powder (133 mg).

Provenance & Evidence