Cesium carbonate → HCID 117824027, compound

Participants

Reaction Conditions

Reaction Steps

Palladium acetate (21 mg, 0.095 mmol) was added to a degassed solution of 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline (155 mg, 0.76 mmol), ethyl 2-{2-chloro-6-[(2,2,2-trifluoro-ethoxy)methyl]pyrimidin-4-yl}acetate (180 mg, 0.63 mmol), Cs2CO3 (411 mg, 1.26 mmol), (2-biphenyl)dicyclohexylphosphine (33 mg, 0.95 mmol) in 1,4-dioxane (4 mL). The microwave tube was capped and the heterogeneous solution was immersed in a sonic bath for 2 min prior to heating it in a microwave reactor at 120° C. for 1.5 h. The reaction was cooled down to rt and concentrated in vacuo with diatomaceous earth. The resulting mixture was purified on silica gel eluting with 0% to 5% MeOH/DCM (1% ammonium hydroxide). The residue obtained was purified on a C18 reverse phase cartridge eluting with 0% to 40% MeOH/H2O (containing 0.05% TFA) to give the title compound as a gum, 110 mg (38%).

Provenance & Evidence