Water → 1-[7-bromo-2-(ethoxymethyl)-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl]-2-methylpropan-2-ol
Reaktionsgleichung
C(=O)([O-])[O-].[K+].[K+].O.Cl.[Br:9][C:10]1[CH:19]=[C:18]2[C:13]([C:14]([NH:27][CH2:28][C:29]([OH:32])([CH3:31])[CH3:30])=[C:15]([NH:20][C:21](=O)[CH2:22][O:23][CH2:24][CH3:25])[CH:16]=[N:17]2)=[N:12][CH:11]=1>C(O)C>[Br:9][C:10]1[CH:11]=[N:12][C:13]2[C:14]3[N:27]([CH2:28][C:29]([CH3:31])([OH:32])[CH3:30])[C:21]([CH2:22][O:23][CH2:24][CH3:25])=[N:20][C:15]=3[CH:16]=[N:17][C:18]=2[CH:19]=1Komponenten
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 77 °C
Versuchsvorschrift
Potassium carbonate (113 g) and deionized water (565 mL) were sequentially added to a solution of N-{7-bromo-4-[(2-hydroxy-2-methylpropyl)amino][1,5]naphthyridin-3-yl}-2-ethoxyacetamide hydrochloride (113 g, 261 mmol) in denatured ethanol (1.695 L), and the resulting mixture was heated at reflux (77° C.) overnight and allowed to cool to room temperature. The ethanol was removed under reduced pressure, and the resulting mixture was filtered to isolate a solid. The solid was washed with deionized water (100 mL) and dried over two nights in a vacuum oven at 40° C. to provide 90 g of 1-[7-bromo-2-(ethoxymethyl)-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl]-2-methylpropan-2-ol as a brown solid. Material from a separate run was used in the next step.
Aufarbeitung
- temperaturethe resulting mixture was heated
- temperatureto cool to room temperature
- customThe ethanol was removed under reduced pressure
- filtrationthe resulting mixture was filtered
- customto isolate a solid
- washThe solid was washed with deionized water (100 mL)
- customdried over two nights in a vacuum oven at 40° C.
Quellen und Nachweise
- ORD-Eintrag
- ord-713d03a22cac4dae8ceb36409ba3dd3d
- Quelldatensatz
- uspto-grants-2011_03
- Patentnummer
- US07897609B2
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