Cesium carbonate → 4-{4-[1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl]phenoxy}benzoic acid

Participants

Reaction Conditions

Reaction Steps

A suspension of 4-(4-iodophenoxy)benzoic acid (Preparation 143, 470 mg, 1.38 mmol), 1-methyl-3-trifluoromethylpyrazole-5-boronic acid (322 mg, 1.66 mmol), palladium tetrakis triphenyl phosphine (239 mg, 0.207 mmol) and cesium carbonate (1.35 g, 4.15 mmol) in dioxane/water (10 mL/5 mL) was heated to 80° C. for 6 hours then left to stir at room temperature overnight. The reaction was quenched by the addition of 1N HCl and extracted into ethyl acetate. The organic layer was collected, dried over magnesium sulfate and concentrated in vacuo to furnish the crude title compound that was taken on directly to the next step.

Provenance & Evidence