Acetaldehyde → HCID 59510516, compound

Participants

Reaction Steps

To a solution of 4-amino-5-chloro-2-ethoxy-N-[{4-(4-piperidinylmethyl)-2-morpholinyl}-methyl]benzamide (Example 22) (1.0 g) and TEA (0.49 g) in methanol (10 ml) was added acetaldehyde (0.21 g) under ice-cooling. The mixture was stirred at the same temperature for 2 hours, and then thereto was gradually added sodium borohydride (92 mg). After completion of addition, the mixture was stirred at the same temperature for 1 hour, and warmed to room temperature to stir overnight. The reaction solution was dried under reduced pressure to be solidified, and the residue was dissolved in chloroform, washed with water, then brine, and dried over anhydrous magnesium sulfate. Then, the solvent was removed in vacuo. The residue was purified by silica gel column chromatography (eluent: chloroform/methanol=10/1) to give the titled compound (1.2 g) as a white amorphous solid.

Provenance & Evidence