Sodium Bicarbonate → 3-Amino-6-(1H-indol-2-yl)phthalimide
Reaktionsgleichung
[NH2:1][C:2]1[CH:12]=[CH:11][C:10]([C:13]2[N:14](C(OC(C)(C)C)=O)[C:15]3[C:20]([CH:21]=2)=[CH:19][CH:18]=[CH:17][CH:16]=3)=[C:4]2[C:5]([NH:7][C:8](=[O:9])[C:3]=12)=[O:6].Cl.CO.C(=O)([O-])O.[Na+]>CO>[NH2:1][C:2]1[CH:12]=[CH:11][C:10]([C:13]2[NH:14][C:15]3[C:20]([CH:21]=2)=[CH:19][CH:18]=[CH:17][CH:16]=3)=[C:4]2[C:5]([NH:7][C:8](=[O:9])[C:3]=12)=[O:6]Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 70 °C
Versuchsvorschrift
3-Amino-6-[1-(tert-butoxycarbonyl)indol-2-yl]phthalimide (21.8 mg, 0.0578 mmol) was dissolved in methanol (2.2 mL), and the solution was added with 10% hydrogen chloride-methanol solution (2.2 mL), followed by stirring at 70° C. for 1.3 hours. The reaction mixture was added with saturated aqueous sodium hydrogencarbonate solution, extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by preparative thin-layer chromatography (chloroform/acetone=6/1, chloroform/methanol=12/1) to obtain Compound 1 (14 mg, yield 87%).
Aufarbeitung
- extractionextracted with ethyl acetate
- washThe organic layer was washed with saturated brine
- dry with materialdried over anhydrous sodium sulfate
- customThe solvent was evaporated under reduced pressure
- customthe residue was purified by preparative thin-layer chromatography (chloroform/acetone=6/1, chloroform/methanol=12/1)
Quellen und Nachweise
- ORD-Eintrag
- ord-57ba0fe19a30487ba9d4f58357e5f778
- Quelldatensatz
- uspto-grants-2010_06
- Patentnummer
- US07745641B2
Notizen zur Reaktion
Wird geladen…