HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,8-Diazabicyclo(5.4.0)undec-7-ene → 2-Benzyloxy-6-(piperidin-1-yl)-benzo[de]isoquinoline-1,3-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | 2-Benzyloxy-6-bromo-benzo[de]isoquinoline-1,3-dione | HCID 22624038 | — |
| Solvent | Piperidine | HCID 8082 | — |
| Product | 2-Benzyloxy-6-(piperidin-1-yl)-benzo[de]isoquinoline-1,3-dione | HCID 22624063 | — |
Reaction Steps
2-Benzyloxy-6-bromo-benzo[de]isoquinoline-1,3-dione (0.8 g, 2.1 mmol, from Example M) was reacted in piperidine (3.0 mL) in the presence of DBU (0.05 mL) following the procedure of Example 18 to give 0.8 g of 2-benzyloxy-6-(piperidin-1-yl)-benzo[de]isoquinoline-1,3-dione. Hydrogenation of 2-benzyloxy-6-(piperidin-1-yl)-benzo[de]isoquinoline-1,3-dione (0.4 g, 1.0 mmol) in the presence of 10% Pd/C (0.2 g) in DMA (30 mL) afforded 0.28 g of the title compound, mp 222-224° C.;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06362181B1 |
| Source dataset | uspto-grants-2002_03 |
| ORD ID | ord-d3201f4748654f1eaeae47c0a2b36baf |
| Source note | uspto-grants-2002_03 |