1-Methylpiperazine → Ethyl 3-{2-(3-methoxypropoxy)-4'-[(4-methylpiperazin-1-yl)carbonyl]biphenyl-4-yl}propanoate

Participants

Reaction Steps

In a round bottom flask, under an atmosphere of argon, 4′-(3-ethoxy-3-oxopropyl)-2′-(3-methoxypropoxy)biphenyl-4-carboxylic acid (0.48 g, 1.2 mmol) was dissolved in dichloromethane (20 mL). EDCl (0.29 g, 1.5 mmol), HOBT (0.20 g, 1.5 mmol) and diisopropylethylamine (1.08 mL, 6.2 mmol) were added at room temperature. After consumption of all the acid, N-methylpiperazine (0.11 mL, 1.0 mmol) was added and the mixture, was stirred for 18 hrs. The organic layer was washed twice with water. The combined organic layers were dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure. The residue was purified by flash chromatography on silica gel (dichloromethane/ethanol, 90/10) to yield 0.36 g (62%) of the desired product as a yellow oil.

Provenance & Evidence