HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
8-Aminoquinoline → 9-Bromo-5-(8-quinolylcarbamoylmethyl)-6,7-dihydro-1H, 5H-pyrido[1,2,3-de]quinoxaline-2,3-dione
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 8-Aminoquinoline | HCID 11359 | — |
| Edukt | 9-bromo-5-carboxymethyl-6,7-dihydro-1H, 5 H-pyrido[1,2,3-de]quinoxaline-2,3-dione | HCID 10472338 | — |
| Produkt | 9-Bromo-5-(8-quinolylcarbamoylmethyl)-6,7-dihydro-1H, 5H-pyrido[1,2,3-de]quinoxaline-2,3-dione | HCID 54474669 | 77,4% |
Reaktionsschritte
A procedure similar to that described in Example 52 was carried out with 9-bromo-5-carboxymethyl-6,7-dihydro-1H, 5H-pyrido[1,2,3-de]quinoxaline-2,3-dione (170 mg, 0.5 mmol) and 8-aminoquinoline (150 mg, 1.04 mmol) to give 180 mg of the title compound (77%): mp>270° C.; 1H NMR (270 MHz, DMSO-d6) δ12.08 (bs, 1H), 10.25 (s, 1H), 8.90 (dd, 1H, J=1.8, 4.5 Hz), 8.61 (d, J=6.6 Hz), 8.41 (d, 8.3 Hz), 7.56 7.70 (m, 3H), 7.24 (s, 1H), 7.18 (s, 1H), 5.25~5.34 (m, 1H), 3.18 (ddd, 1H, J=17.1, 13.5, 4.5 Hz), 3.03 (dd, 1H, J=14.5, 8.9 Hz), 2.78~2.85 (m, 2H), 2.17 (dm, 1H, J=13.5 Hz), 1.85~1.99 (m, 1H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05616586 |
| Quelldatensatz | uspto-grants-1997_04 |
| ORD ID | ord-37b647cdca4b451cba6441b8231835fe |
| Quellennotiz | uspto-grants-1997_04 |