Reaktionsgleichung
C([NH:8][C:9]1[C:14]([F:15])=[CH:13][C:12]([N:16]2[CH2:21][CH2:20][N:19]([CH2:22][CH3:23])[CH2:18][CH2:17]2)=[CH:11][C:10]=1[F:24])(OC(C)(C)C)=O.Cl.[OH-].[Na+]>C(OCC)(=O)C>[CH2:22]([N:19]1[CH2:20][CH2:21][N:16]([C:12]2[CH:11]=[C:10]([F:24])[C:9]([NH2:8])=[C:14]([F:15])[CH:13]=2)[CH2:17][CH2:18]1)[CH3:23]Komponenten
Versuchsvorschrift
To a solution of N-Boc-4-(4-ethyl-piperazin-1-yl)-2,6-difluoro-phenylamine (2.4 g, 7.03 mmol) obtained in Step B in ethyl acetate (20 ml), 6M−HCl aqueous solution (10 ml) was added, followed by stirring at room temperature for 1 hour. To this, 5M-NaOH aqueous solution was added to adjust the pH to 8, followed by extraction with ethyl acetate (50 ml×2). The organic layer was dried over sodium sulfate, and the solvent was distilled off under reduced pressure. This was purified by silica gel column chromatography (dichloromethane/methanol=50/1 to 20/1), followed by further dissolution in a minimum amount of dichloromethane. n-Hexane was added, and an oily component was removed, to obtain the desired compound as a brown solid (1.33 g, 78%).
Aufarbeitung
- extractionfollowed by extraction with ethyl acetate (50 ml×2)
- dry with materialThe organic layer was dried over sodium sulfate
- distillationthe solvent was distilled off under reduced pressure
- customThis was purified by silica gel column chromatography (dichloromethane/methanol=50/1 to 20/1)
- dissolutionfollowed by further dissolution in a minimum amount of dichloromethane
- additionn-Hexane was added
- customan oily component was removed
Quellen und Nachweise
- ORD-Eintrag
- ord-3fe10de404714d22bf21126f9d92f609
- Quelldatensatz
- uspto-grants-2011_09
- Patentnummer
- US08022205B2
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