Water → 4-(dimethylamino)-3-fluoro-N-[4-(6-methylimidazo[1,2-a]pyridin-2-yl)phenyl]benzamide
Reaktionsgleichung
[F:1][C:2]1[CH:3]=[C:4]([CH:24]=[CH:25][C:26]=1F)[C:5]([NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[N:15]=[C:16]3[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][N:17]3[CH:23]=2)=[CH:10][CH:9]=1)=[O:6].Cl.[CH3:29][NH:30][CH3:31].C(=O)([O-])[O-].[K+].[K+].O>CS(C)=O>[CH3:29][N:30]([CH3:31])[C:26]1[CH:25]=[CH:24][C:4]([C:5]([NH:7][C:8]2[CH:9]=[CH:10][C:11]([C:14]3[N:15]=[C:16]4[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][N:17]4[CH:23]=3)=[CH:12][CH:13]=2)=[O:6])=[CH:3][C:2]=1[F:1]Komponenten
6
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 100 °C
Versuchsvorschrift
A stirred mixture of 3,4-difluoro-N-[4-(6-methylimidazo[1,2-a]pyridin-2-yl)phenyl]benzamide (0.10 g, 0.275 mmol), dimethylamine hydrochloride (0.045 g, 0.551 mmol) and potassium carbonate (0.080 g, 0.577 mmol) in dry DMSO (3 ml) was heated at 100° C. for 18 h. After cooling to room temperature, the reaction mixture was added to water (100 ml) and the precipitate was collected by vacuum filtration, and washed with water (50 ml). The air-dried solid was then purified by flash chromatography (25:1 DCM/MeOH) to give the title compound (0.066 g, 62%) as a colourless solid.
Aufarbeitung
- temperatureAfter cooling to room temperature
- filtrationthe precipitate was collected by vacuum filtration
- washwashed with water (50 ml)
- customThe air-dried solid was then purified by flash chromatography (25:1 DCM/MeOH)
Quellen und Nachweise
- ORD-Eintrag
- ord-21860898a6cf42faa68628315740fb73
- Quelldatensatz
- uspto-grants-2014_11
- Patentnummer
- US08895313B2
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