Hydrochloric Acid → 6-Carboxy-7-methoxy-4-(indol-5-yloxy)quinoline

HRID 853499Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 853499
C[O:2][C:3]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][C:14]=1[O:15][CH3:16])[N:11]=[CH:10][CH:9]=[C:8]2[O:17][C:18]1[CH:19]=[C:20]2[C:24](=[CH:25][CH:26]=1)[NH:23][CH:22]=[CH:21]2)=[O:4].[OH-].[Li+].Cl>O1CCCC1>[C:3]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][C:14]=1[O:15][CH3:16])[N:11]=[CH:10][CH:9]=[C:8]2[O:17][C:18]1[CH:19]=[C:20]2[C:24](=[CH:25][CH:26]=1)[NH:23][CH:22]=[CH:21]2)([OH:4])=[O:2]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 229366056-Methoxycarbonyl-7-methoxy-4-(5-indolyloxy)quinoline

Produkt 1

HCID 229369786-Carboxy-7-methoxy-4-(indol-5-yloxy)quinolineAusbeute 72,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

After dissolving 6-methoxycarbonyl-7-methoxy-4-(indol-5-yloxy)quinoline (400 mg) in tetrahydrofuran (5 ml), a 1.5N aqueous lithium hydroxide solution (2.5 ml) was added and the mixture was stirred at room temperature for 3 hours. The reaction solution was adjusted to pH 4 with IN aqueous hydrochloric acid, and the precipitated crystals were filtered out and washed with ethyl acetate to obtain the title compound (280 mg).

Aufarbeitung

  1. filtrationthe precipitated crystals were filtered out
  2. washwashed with ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-2a5f5a16dc7148d7944d779bc2e097fc
Quelldatensatz
uspto-grants-2007_08
Patentnummer
US07253286B2

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