(Z)-ethyl 2-cyano-3-(4-(4-methylpiperazin-1-yl)phenyl)but-2-enoate → Methyl 2-cyano-3-(4-(4-methylpiperazin-1-yl)phenyl)butanoate

Participants

Reaction Steps

(Z)-ethyl 2-cyano-3-(4-(4-methylpiperazin-1-yl)phenyl)but-2-enoate (700 mg, 2.30 mmol) was added to a stirred mixture of Mg metal (2.10 g, 89.4 mmol) in methanol (20 ml) at 0° C. and stirred for 2 h at room temperature (reaction was activated by Mg metal, so exothermic). Then the reaction mixture was quenched with 6N HCl (20 ml) up to a clear solution was obtained. The reaction mixture was washed with ethyl acetate (2×20 ml), basified with saturated sodium bicarbonate and extracted with DCM (3×50 ml). The combined organic layer was washed with water, brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford 400 mg (54%) of methyl 2-cyano-3-(4-(4-methylpiperazin-1-yl)phenyl)butanoate as a colorless liquid.

Provenance & Evidence