Morpholine → 2-Benzyloxy-6-(morpholin-4-yl)-benzo[de]isoquinoline-1,3-dione

Participants

Reaction Steps

2-Benzyloxy-6-bromo-benzo[de]isoquinoline-1,3-dione (0.8 g, 2.1 mmol, from Example M) was reacted in morpholine (3.0 mL) in the presence of DBU (0.05 mL) following the procedure of Example 18 to give 0.6 g of 2-benzyloxy-6-(morpholin-4-yl)-benzo[de]isoquinoline-1,3-dione. Hydrogenation of 2-benzyloxy-6-(morpholin-4-yl)-benzo[de]isoquinoline-1,3-dione (0.4 g, 0.9 mmol) in the presence of 10% Pd/C (0.2 g) in DMA (30 mL) afforded 0.2 g of the title compound, mp 235-237° C.; 1H NMR (DMSO-d6): δ 10.6 (1H, s), 8.5-8.4 (3H, m), 7.8 (1H, t, J=7.9), 7.4 (1H, d, J=8.1), 3.9 (4H, m), 3.2 (4H, m).

Provenance & Evidence