Ammonium formate → N-[2-(6,6-dimethyl-4,5,6,7-tetrahydro-1H-indazol-3-yl)-1H-indol-6-yl]-N-methylamine
Reaktionsgleichung
[CH3:1][C:2]1([CH3:32])[CH2:10][C:9]2[NH:8][N:7]=[C:6]([C:11]3[NH:12][C:13]4[C:18]([CH:19]=3)=[CH:17][CH:16]=[C:15]([N:20](C)[C:21](=O)OCC3C=CC=CC=3)[CH:14]=4)[C:5]=2[CH2:4][CH2:3]1.C([O-])=O.[NH4+]>C(O)C.[C].[Pd]>[CH3:1][C:2]1([CH3:32])[CH2:10][C:9]2[NH:8][N:7]=[C:6]([C:11]3[NH:12][C:13]4[C:18]([CH:19]=3)=[CH:17][CH:16]=[C:15]([NH:20][CH3:21])[CH:14]=4)[C:5]=2[CH2:4][CH2:3]1Komponenten
5
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 65 °C
Versuchsvorschrift
Under a nitrogen atmosphere, to a solution of benzyl N-{2-(6,6-dimethyl-4,5,6,7-tetrahydro-1H-indazol-3-yl)-1H-indol-6-yl}-N-methylcarbamate obtained in Example 3 (7.2 g, 17 mmol) in ethanol (72 ml) were added 10% palladium-carbon (723 mg) and ammonium formate (2.5 g, 39 mmol), and the mixture was stirred with heating at 65° C. for 40 min. After cooling, the reaction mixture was filtered through celite, and the filtrate was concentrated under reduced pressure. The residue was slurry-washed in water (300 ml). The precipitate was collected by filtration, washed with water, and dried under reduced pressure to give the title compound (4.5 g, yield 90%).
Aufarbeitung
- temperatureAfter cooling
- filtrationthe reaction mixture was filtered through celite
- concentrationthe filtrate was concentrated under reduced pressure
- washThe residue was slurry-washed in water (300 ml)
- filtrationThe precipitate was collected by filtration
- washwashed with water
- customdried under reduced pressure
Quellen und Nachweise
- ORD-Eintrag
- ord-f9e5a63343554609931fdaef6823d2b6
- Quelldatensatz
- uspto-grants-2012_10
- Patentnummer
- US08299070B2
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