1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 53361736, compound

Participants

Reaction Steps

To a solution of (E)-3-[4-({5-[(4-methoxybenzyl)oxy]pyridin-2-yl}oxy)-3,5-dimethylphenyl]prop-2-enoic acid (0.122 g) and 1-{4-[(E)-3-(4-methylphenoxy)prop-1-en-1-yl]benzyl}piperazine dihydrochloride (0.119 g) in DMF (2 mL) were added Et3N (0.08 mL), WSC (0.070 g), and HOBT (0.055 g) at room temperature under an Ar atmosphere. The mixture was stirred at room temperature for 14 hours, and evaporated under reduced pressure. To the residue was added saturated aqueous NaHCO3, and the mixture was extracted with AcOEt. The organic layer was washed with saturated aqueous NaCl, dried over anhydrous Na2SO4, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (AcOEt). The resulting powder was crystallized from EtOH (10 mL) to give (2E)-3-[4-({5-[(4-methoxybenzyl)oxy]pyridin-2-yl}oxy)-3,5-dimethylphenyl]-1-(4-{4-[(1E)-3-(4-methylphenoxy)prop-1-en-1-yl]benzyl}piperazin-1-yl)prop-2-en-1-one (0.195 g) as a colorless powder.

Provenance & Evidence