Water → HCID 18542567, compound

Participants

Reaction Steps

To a solution of 3-[3-[N-[4-(1-t-butoxycarbonylpiperidin-4-yloxy)phenyl]amino]-1-(E)-propenyl]benzonitrile (503 mg) and pyridine (0.14 ml) in dichloromethane (10 ml) was added acetic anhydride (0.13 ml) in an ice bath. The mixture was stirred at room temperature for 1 hour. After addition of water, the reaction mixture was extracted with ethyl acetate. The extract was washed with brine. The organic layer was dried over anhydrous magnesium sulfate, filtered and the filtrate concentrated in vacuo. The residue was purified by chromatography on a silica gel column using hexane/ethyl acetate=1/1→ethyl acetate as an eluant to afford yellow crystals. The crystals were washed with diisopropyl ether to give the desired compound (403 mg, yield 50%) as pale yellow crystals.

Provenance & Evidence