Sodium Methoxide → N-(3-Fluoro-4-{[3-(2-methoxyethyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]oxy}phenyl)acetamide
Reaktionsgleichung
CC1C=CC(S([O:11][CH2:12][CH2:13][C:14]2[C:22]3[C:17](=[N:18][CH:19]=[CH:20][C:21]=3[O:23][C:24]3[CH:29]=[CH:28][C:27]([NH:30][C:31](=[O:33])[CH3:32])=[CH:26][C:25]=3[F:34])[N:16](S(C3C=CC(C)=CC=3)(=O)=O)[CH:15]=2)(=O)=O)=CC=1.[CH3:45][O-].[Na+]>CO>[F:34][C:25]1[CH:26]=[C:27]([NH:30][C:31](=[O:33])[CH3:32])[CH:28]=[CH:29][C:24]=1[O:23][C:21]1[CH:20]=[CH:19][N:18]=[C:17]2[NH:16][CH:15]=[C:14]([CH2:13][CH2:12][O:11][CH3:45])[C:22]=12Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 45 °C
Versuchsvorschrift
150 mg (0.24 mmol) of 2-{4-[4-(acetylamino)-2-fluorophenoxy]-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}ethyl 4-methylbenzenesulfonate are dissolved in 6 ml of methanol. 0.17 ml (0.94 mmol) of a 5.4M sodium methoxide solution is added, and the mixture is stirred at 45° C. overnight. The reaction solution is partitioned between 1N aqueous sodium hydroxide solution and ethyl acetate. The aqueous phase is extracted with ethyl acetate and the combined organic phases are dried over magnesium sulfate. The solvent is removed under reduced pressure. The product obtained is reacted without further purification.
Aufarbeitung
- customThe reaction solution is partitioned between 1N aqueous sodium hydroxide solution and ethyl acetate
- extractionThe aqueous phase is extracted with ethyl acetate
- dry with materialthe combined organic phases are dried over magnesium sulfate
- customThe solvent is removed under reduced pressure
- customThe product obtained
- customis reacted without further purification
Quellen und Nachweise
- ORD-Eintrag
- ord-8b35c6b5cb2b413c87433e8adb313d2c
- Quelldatensatz
- uspto-grants-2012_12
- Patentnummer
- US08329716B2
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