Methanol → HCID 22181137, compound

Participants

Reaction Steps

To a suspension of 3-[3-[N-[4-(1-t-butoxycarbonylpiperidin-4-yloxy)-3-carbamoylphenyl]amino]-1-(E)-propenyl]benzonitrile (0.92 g) obtained in reference example 130 in dichloromethane (15 ml) were successively added dropwise ethanesulfonyl chloride (0.22 ml) and pyridine (0.31 ml) with stirring under ice-cooling, and the resulting mixture was stirred at room temperature overnight. At the end of this time, to the reaction mixture were furthermore added dropwise ethanesulfonyl chloride (0.04 ml) and pyridine (0.16 ml) with stirring under ice-cooling, and the resulting mixture was stirred at room temperature for 5 hours. After stirring, to the reaction mixture was added methanol (3 ml), and the resulting mixture was evaporated in vacuo. The residue obtained was purified by chromatography on a silica gel column using a mixed solvent of dichloromethane and methanol (10:0˜9:1) as the eluent to afford the title compound (1.08 g, yield: 90%) as a yellow oil.

Provenance & Evidence