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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 52555Erstellt: 24. Oktober 2026

8-Aminoquinoline → 9-Bromo-5-(8-quinolylcarbamoylmethyl)-6,7-dihydro-1H, 5H-pyrido[1,2,3-de]quinoxaline-2,3-dione

https://huagongshe.com/de/reaction/52555

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt8-AminoquinolineHCID 11359—
Edukt9-bromo-5-carboxymethyl-6,7-dihydro-1H, 5 H-pyrido[1,2,3-de]quinoxaline-2,3-dioneHCID 10472338—
Produkt9-Bromo-5-(8-quinolylcarbamoylmethyl)-6,7-dihydro-1H, 5H-pyrido[1,2,3-de]quinoxaline-2,3-dioneHCID 5447466977,4%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05616586
Quelldatensatzuspto-grants-1997_04
ORD IDord-37b647cdca4b451cba6441b8231835fe
Quellennotizuspto-grants-1997_04