Potassium Carbonate → methyl 4-((4,4,4-trifluoro-1-(4-(3-isopropyl-1H-pyrazol-1-yl)-2-methylphenyl)butyl)amino)benzoate

Participants

Reaction Conditions

Reaction Steps

Under a nitrogen atmosphere, a mixture of methyl 4-((1-(4-bromo-2-methylphenyl)-4,4,4-trifluorobutyl)amino)benzoate (racemate) (400 mg), 3-isopropylpyrazole (154 mg), copper(I) iodide (212 mg), trans-N,N′-dimethylcyclohexane-1,2-diamine (0.352 mL), potassium carbonate (385 mg) and toluene (1.8 mL) was stirred at 110° C. overnight, water was added at room temperature, and the insoluble material was filtered off through celite. The filtrate was extracted with ethyl acetate, and the extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (316.2 mg).

Provenance & Evidence