Cesium carbonate → 2-(2-(1,3-dimethyl-1H-pyrazol-5-ylamino)-5-(trifluoromethyl)pyridin-4-ylamino)-6-methoxy-N-methylbenzamide

Participants

Reaction Conditions

Reaction Steps

2-(2-Chloro-5-(trifluoromethyl)pyridin-4-ylamino)-6-methoxy-N-methylbenzamide (305 mg, 0.85 mmol), 1,3-dimethylpyrazol-5-amine (94 mg, 0.85 mmol), palladium(II) acetate (15.23 mg, 0.07 mmol), 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene (78 mg, 0.14 mmol) and cesium carbonate (331 mg, 1.02 mmol) were mixed together in dioxane (6 mL). The reaction mixture was degassed with argon and was stirred at 90° C. for 8 hours under argon. After cooling, the reaction mixture was filtered and washed with DCM. The filtrate was concentrated to dryness and was purified by flash chromatography on silica gel eluting with 1 to 5% MeOH in DCM. The solvent was evaporated to dryness to afford the title compound (118 mg, 32%) as a pale beige-pink solid.

Provenance & Evidence