Water → 6-Acetyl-2-aminocarbonylaminoindole-3-carboxamide
Reaktionsgleichung
O.FC(F)(F)C(O)=[O:5].[NH2:9][C:10]([NH:12][C:13]1[NH:14][C:15]2[C:20]([C:21]=1[C:22]([NH2:24])=[O:23])=[CH:19][CH:18]=[C:17]([C:25]#[CH:26])[CH:16]=2)=[O:11].[OH-].[Na+]>O1CCOCC1>[C:25]([C:17]1[CH:16]=[C:15]2[C:20]([C:21]([C:22]([NH2:24])=[O:23])=[C:13]([NH:12][C:10]([NH2:9])=[O:11])[NH:14]2)=[CH:19][CH:18]=1)(=[O:5])[CH3:26]Komponenten
6
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 95 °C
Versuchsvorschrift
Water (6 μl L, 0.25 mmol) and trifluoroacetic acid (150 μL, 2.0 mmol) were added to a solution of 2-aminocarbonylamino-6-ethynylindole-3-carboxamide (Compound 10-1, 20 mg, 0.083 mmol) in 1,4-dioxane (2 mL), the mixture was stirred at 95° C. for 5 hours. 1 N Sodium hydroxide aqueous solution (2 mL) was added to the reaction mixture under ice-cooling, and the whole was extracted with ethyl acetate (20 mL). The organic layer was washed with brine (10 mL), and dried over anhydrous magnesium sulfate. After the solvent was evaporated under reduced pressure, the resultant solid was washed with diethyl ether (2 mL) and dried under reduced pressure to give the title compound (12 mg) as a colorless solid (yield 57%).
Aufarbeitung
- temperaturecooling
- extractionthe whole was extracted with ethyl acetate (20 mL)
- washThe organic layer was washed with brine (10 mL)
- dry with materialdried over anhydrous magnesium sulfate
- customAfter the solvent was evaporated under reduced pressure
- washthe resultant solid was washed with diethyl ether (2 mL)
- customdried under reduced pressure
Quellen und Nachweise
- ORD-Eintrag
- ord-41d1f5ff03d54001b1d6951685262aff
- Quelldatensatz
- uspto-grants-2012_06
- Patentnummer
- US08193237B2
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