Water → 6,7-Dimethoxy-4-(2-methyl-quinolin-3-yloxy)-quinoline

HRID 228833Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 228833
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.[OH:16][C:17]1[C:18]([CH3:30])=[N:19][C:20]2[C:25]([C:26]=1C(O)=O)=[CH:24][CH:23]=[CH:22][CH:21]=2.O>CN(C)C1C=CN=CC=1.ClC1C=CC=CC=1Cl>[CH3:13][O:12][C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][C:8]=1[O:14][CH3:15])[N:5]=[CH:4][CH:3]=[C:2]2[O:16][C:17]1[C:18]([CH3:30])=[N:19][C:20]2[C:25]([CH:26]=1)=[CH:24][CH:23]=[CH:22][CH:21]=2

Komponenten

6

Reaktionsbedingungen

Temperatur
160 °C

Versuchsvorschrift

4-Chloro-6,7-dimethoxyquinoline (240 mg), 3-hydroxy-2-methyl-quinoline-4-carboxylic acid (232 mg), and 4-dimethylaminopyridine (372 mg) were dissolved in o-dichlorobenzene (10 ml) to prepare a solution which was stirred at 160° C. overnight. The reaction solution was cooled to room temperature, water was then added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was then washed with water and was dried over anhydrous sodium sulfate, the solvent was removed by distillation under the reduced pressure, and the residue was purified by column chromatography using acetone-chloroform to give the title compound (37 mg, yield 11%).

Aufarbeitung

  1. customto prepare a solution which
  2. temperatureThe reaction solution was cooled to room temperature
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe ethyl acetate layer was then washed with water
  5. dry with materialwas dried over anhydrous sodium sulfate
  6. customthe solvent was removed by distillation under the reduced pressure
  7. customthe residue was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-7cef2182eceb412dbe4de88e5008e139
Quelldatensatz
uspto-grants-2009_07
Patentnummer
US07560558B2

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