Sodium Carbonate → HCID 13370527, compound

Participants

Reaction Conditions

Reaction Steps

1.50 g (5.36 mmol) of methyl 1-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-5-carboxylate (for preparation see WO2007/034278A2), 1.21 g (5.36 mmol) of 1-bromo-4-(trifluoromethyl)benzene and bis(triphenylphosphine)palladium(II) chloride are initially introduced under argon and admixed with 6.69 ml of a 2M solution of sodium carbonate in water and 20 ml of dioxane. The reaction mixture is heated at 100° C. for three hours and, after cooling over Celite and sodium sulphate, is filtered. The filter cake is afterwashed with ethyl acetate and the filtrate is concentrated by evaporation on a rotary evaporator. Chromatographic purification on silica gel gives 529 mg of methyl 1-methyl-3-[4-(trifluoromethyl)phenyl]-1H-pyrazole-5-carboxylate (35%) (for preparation also see DD1984/210265).

Provenance & Evidence