Imidazole → 7-(3-Imidazol-1-yl-propoxy)-6-methoxy-4-(2-methyl-quinolin-3-yloxy)-quinoline
Reaktionsgleichung
CN(C)C=O.Cl[CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:20]=[C:19]2[C:14]([C:15]([O:21][C:22]3[C:23]([CH3:32])=[N:24][C:25]4[C:30]([CH:31]=3)=[CH:29][CH:28]=[CH:27][CH:26]=4)=[CH:16][CH:17]=[N:18]2)=[CH:13][C:12]=1[O:33][CH3:34].C(=O)([O-])[O-].[K+].[K+].[NH:41]1[CH:45]=[CH:44][N:43]=[CH:42]1>O>[N:41]1([CH2:7][CH2:8][CH2:9][O:10][C:11]2[CH:20]=[C:19]3[C:14]([C:15]([O:21][C:22]4[C:23]([CH3:32])=[N:24][C:25]5[C:30]([CH:31]=4)=[CH:29][CH:28]=[CH:27][CH:26]=5)=[CH:16][CH:17]=[N:18]3)=[CH:13][C:12]=2[O:33][CH3:34])[CH:45]=[CH:44][N:43]=[CH:42]1Komponenten
6
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 80 °C
Versuchsvorschrift
N,N-Dimethylformamide (1.5 ml) was added to 7-(3-chloro-propoxy)-6-methoxy-4-(2-methyl-quinolin-3-yloxy)-quinoline (compound 375) (52 mg), potassium carbonate (53 mg), and imidazole (26 mg), and the mixture was stirred at 80° C. for 3 days. The reaction solution was cooled to room temperature, water was added to the reaction solution, and the mixture was extracted with chloroform. The chloroform layer was washed with water and was then dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by thin layer chromatography using chloroform-methanol to give the title compound (31 mg, yield 81%).
Aufarbeitung
- temperatureThe reaction solution was cooled to room temperature
- extractionthe mixture was extracted with chloroform
- washThe chloroform layer was washed with water
- dry with materialwas then dried over anhydrous sodium sulfate
- customThe solvent was removed by distillation under the reduced pressure
- customthe residue was purified by thin layer chromatography
Quellen und Nachweise
- ORD-Eintrag
- ord-ae1674d9ccc3408d80f5151b3aead9d2
- Quelldatensatz
- uspto-grants-2009_07
- Patentnummer
- US07560558B2
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