1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 86673396, compound

Participants

Reaction Steps

To a DMF (26 mL) solution of (E)-3-{4-[(5-hydroxypyridin-2-yl)oxy]-3,5-dimethylphenyl}prop-2-enoic acid (1.300 g) and 1-{4-[2-(4-chlorophenoxy)ethyl]benzyl}-piperazine hydrochloride (2.116 g) were added HOBT (0.070 g), WSC (1.310 g), and Et3N (1.905 mL) at room temperature, then the resultant mixture was stirred at room temperature over night. The mixture was poured into water, and extracted with AcOEt. The organic layer was washed with water and saturated aqueous NaCl, dried over anhydrous Na2SO4, and evaporated. The residue was purified by silica gel column chromatography (n-hexane/AcOEt=1/1 to 1/0 and then AcOEt/MeOH=4/1) to afford (E)-1-(4-{4-[2-(4-chlorophenoxy)ethyl]benzyl}piperazin-1-yl)-3-{4-[(5-hydroxypyridin-2-yl)oxy]-3,5-dimethylphenyl}prop-2-en-1-one as a pale yellow amorphous powder (2.57 g).

Provenance & Evidence