4-Chloro-6,7-dimethoxyquinoline → 6-Methyl-2-pyridinecarboxaldehyde

HRID 228645

Reaktionsgleichung

Reaktionsgleichung von HRID 228645
ClC1C2C(=CC(OC)=C(OC)C=2)N=CC=1.O[C:17]1[C:18]([CH:24]=[O:25])=[N:19][C:20]([CH3:23])=[CH:21][CH:22]=1>CN(C)C1C=CN=CC=1.ClC1C=CC=CC=1Cl>[CH3:23][C:20]1[N:19]=[C:18]([CH:24]=[O:25])[CH:17]=[CH:22][CH:21]=1

Komponenten

5

Edukt 2

HCID 4596104-Chloro-6,7-dimethoxyquinolineHCID 124219863-Hydroxy-6-methylpyridine-2-carbaldehyde

Produkt 1

HCID 707376-Methyl-2-pyridinecarboxaldehydeAusbeute 13,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

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

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

4-Chloro-6,7-dimethoxyquinoline (330 mg), 3-hydroxy-6-methyl-2-pyridinecarbaldehyde (200 mg), and 4-dimethylaminopyridine (360 mg) were suspended in o-dichlorobenzene (7 ml), and the suspension was stirred at 150° C. for 3 hr. The reaction solution was cooled to room temperature and was then purified by column chromatography using acetone-chloroform to give 3-[6,7-dimethoxy-4-quinolyl]oxy}-6-methyl-2-pyridinecarbaldehyde (24 mg, yield 5%).

Aufarbeitung

  1. temperatureThe reaction solution was cooled to room temperature
  2. customwas then purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-4db4ba8d7bab46529eeeeb2c47d6995c
Quelldatensatz
uspto-grants-2009_07
Patentnummer
US07560558B2

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