HCID 67327548, compound → HCID 86673398, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (E)-3-[4-(chloromethyl)-3-methylphenyl]prop-2-en-1-yl 4-methylphenyl ether (0.180 g) and (E)-3-{4-[(5-hydroxypyridin-2-yl)oxy]-3,5-dimethylphenyl}-1-(piperazin-1-yl)prop-2-en-1-one (0.222 g) in DMF (2 mL) was added KHCO3 (0.063 g) at room temperature under an Ar atmosphere. The mixture was heated at 100° C. for 3 hours, and then cooled to room temperature, 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. The residue was purified by silica gel column chromatography (AcOEt) to afford (2E)-3-{4-[(5-hydroxypyridin-2-yl)oxy]-3,5-dimethylphenyl}-1-(4-{2-methyl-4-[(1E)-3-(4-methylphenoxy)prop-1-en-1-yl]benzyl}piperazin-1-yl)prop-2-en-1-one (0.286 g) as a colorless powder.

Provenance & Evidence