Reaktionsgleichung
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([C:10]2[C:15](=[O:16])[N:14]([CH3:17])[C:12](=[O:13])[C:11]=2[C:18]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[N:20]([CH3:27])[CH:19]=2)=[CH:2]1>CN(C=O)C.[C].[Pd]>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH:10]2[C:15](=[O:16])[N:14]([CH3:17])[C:12](=[O:13])[CH:11]2[C:18]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[N:20]([CH3:27])[CH:19]=2)=[CH:2]1Komponenten
4
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
To a solution of 3-(1H-indol-3-yl)-2-(1-methyl-1H-indol-3-yl)-N-methylmaleimide (60 mg, 0.17 mmol) in DMF (1 mL) was added a small amount of 10% palladium-carbon, and the whole was stirred at room temperature for 1 day under hydrogen atmosphere. The palladium-carbon was removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography over silica gel (ethyl acetate:n-hexane =2:1) to obtain 4-(1H-indol-3-yl)-3-(1-methyl-1H-indol-3-yl)-1-methyl-2,5-dioxopyrrolidine (60 mg, 99.6%) as pale red solids. 1H-NMR(CDCl3): δ 3.27(s, 3H), 3.34(s, 3H), 4.76(s, 2H) 6.58-7.32(m, 10H), 7.72(br s, 1H).
Aufarbeitung
- customThe palladium-carbon was removed by filtration
- concentrationthe filtrate was concentrated under reduced pressure
- customThe residue was purified by column chromatography over silica gel (ethyl acetate:n-hexane =2:1)
Quellen und Nachweise
- ORD-Eintrag
- ord-77d30a2480ab4b6e9b31696c0c50f4e8
- Quelldatensatz
- uspto-grants-2003_07
- Patentnummer
- US06589977B1
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