Dimethylformamide → HCID 18472220, compound

Participants

Reaction Steps

In THF (10ml) was dissolved 3-(3-nitrophenyl)cinnamic acid (0.54g), and to the solution were added oxalyl chloride (0.35ml) and a drop of DMF. The mixture was stirred at room temperature for 1 hour and concentrated under reduced pressure. The residue was dissolved in THF (20ml), and to the solution were added 1-(4-aminobenzyl)piperidine (0.38g) and triethylamine (0.34ml) at room temperature. The reaction mixture was stirred at room temperature for 2 hours, and to the mixture was added water (50ml). The mixture was extracted with ethyl acetate. The organic layer was washed with saturated sodium chloride solution, dried with anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was recrystallized from ethyl acetate to give (E)-N-[4-(piperidinomethyl)-phenyl]-3-(3-nitrophenyl)cinnamamide (Compound 75) (0.65g) as pale yellow crystals.

Provenance & Evidence