1-Phenylpiperazine → HCID 70055762, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 1-(4-formylphenyl)-1H-pyrazol-4-carboxylic acid methyl ester (5.0 g), 1-phenyl piperazine (4.21 g), acetic acid (3.7 ml), sodium cyanoborohydride (1.55 g), methanol (110 ml), tetrahydrofuran (75 ml) and dichloromethane (20 ml) was stirred for 15 minutes at 0° C. and for 14 hours at ambient temperature. The reaction mixture was poured into saturated NaHCO3 aqueous solution and extracted with ethyl acetate. The organic layer was dried over magnesium sulfate, filtered, and evaporated. The residue was purified by silica gel chromatography (1:1 hexane-ethyl acetate elution) and recrystallized from diisopropyl ether and acetone to give 1-[4-(4-phenylpiperazin-1-yl-methyl)phenyl]-1H-pyrazol-4-carboxylic acid methyl ester (3.90 g).

Provenance & Evidence