Potassium Carbonate → N-(3-Cyano-4-neopentyloxyphenyl)-5-methylpyrazole-4-carboxamide

Participants

Reaction Steps

5-Methylpyrazole-4-carboxylic acid (2 g), 5-amino-2-neopentyloxybenzonitrile (3.2 g), 1-hydroxybenzotriazole (2.5 g) and 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide (3.6 g) were added to dimethylformamide (110 ml) and the mixture was stirred at room temperature for 5 h. The reaction mixture was treated with aqueous potassium carbonate solution and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate, after which the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (mobile phase:chloroform:methanol=100:1), and the obtained oily substance was recrystallized from a mixed solvent of toluene-n-hexane to give the title compound (0.8 g), melting point: 133–134° C.

Provenance & Evidence