5-Chloro-2-hydroxybenzamide → 5-Chloro-2-[(6,7-dimethoxy-4-quinolyl)oxy]benzamide

HRID 228638

Reaktionsgleichung

Reaktionsgleichung von HRID 228638
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][CH:3]=1.[Cl:16][C:17]1[CH:18]=[CH:19][C:20]([OH:26])=[C:21]([CH:25]=1)[C:22]([NH2:24])=[O:23]>CN(C)C1C=CN=CC=1.ClC1C=CC=CC=1Cl>[Cl:16][C:17]1[CH:18]=[CH:19][C:20]([O:26][C:2]2[C:11]3[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=3)[N:5]=[CH:4][CH:3]=2)=[C:21]([CH:25]=1)[C:22]([NH2:24])=[O:23]

Komponenten

5

Edukt 2

HCID 3480945-Chloro-2-hydroxybenzamideHCID 4596104-Chloro-6,7-dimethoxyquinoline

Produkt 1

HCID 577563635-Chloro-2-[(6,7-dimethoxy-4-quinolyl)oxy]benzamideAusbeute 165,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 142844-(Dimethylamino)pyridineKatalysatorHCID 72391,2-DichlorobenzeneLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

4-Chloro-6,7-dimethoxyquinoline (100 mg), 5-chloro-2-hydroxybenzamide (343 mg), and 4-dimethylaminopyridine (244 mg) were suspended in o-dichlorobenzene (1 ml), and the suspension was stirred at 120° C. overnight. The reaction solution was cooled to room temperature, and the solvent was removed therefrom by distillation under the reduced pressure. The residue was purified by column chromatography using acetone-hexane to give the title compound (265 mg, yield 100%).

Aufarbeitung

  1. temperatureThe reaction solution was cooled to room temperature
  2. customthe solvent was removed
  3. distillationby distillation under the reduced pressure
  4. customThe residue was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-6953a73f3758450097841db38d2bbb6c
Quelldatensatz
uspto-grants-2009_07
Patentnummer
US07560558B2

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