N-Aminomorpholine → HCID 53950591, compound

Participants

Reaction Steps

To a solution of 3-methyl-4-[3-(methyl-pyridin-3-ylmethyl-amino)-propoxy]-benzofuran-2-carbaldehyde (the compound of Example 115-b) (420 mg) in dichloromethane (50 ml) was added 4-aminomorpholine (380 mg) at room temperature. After stirring overnight, the mixture was washed with water (20 ml), NH4Cl solution (20 ml) and dried over anhydrous sodium sulfate. The mixture was purified by silica gel column chromatography developed by dichloromethane and methanol to give the title compound as a colorless oil (340 mg). ESI-MS: m/z 423 (MH+); 1H-NMR (CDCl3): δ 1.98-2.07 (2H, m), 2.23 (3H, s), 2.30 (3H, s), 2.59 (2H, t, J=6.9 Hz), 3.21-3.26 (4H, m), 3.53 (2H, s), 3.88-3.92 (4H, m), 4.10 (2H, t, J=5.9 Hz), 6.58 (1H, d, J=7.6 Hz), 7.03-7.15 (3H, m), 7.58-7.63 (2H, m), 8.40-8.51 (2H, m).

Provenance & Evidence