6-Ethoxycarbonylamino-1-methyl-3,4-dihydroisoquinoline → 6-Ethoxycarbonylamino-1-methylisoquinoline
Reaktionsgleichung
[CH2:1]([O:3][C:4]([NH:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[C:13]([CH3:17])=[N:12][CH2:11][CH2:10]2)=[O:5])[CH3:2]>[C].[Pd].CC1C=CC(C(C)C)=CC=1>[CH2:1]([O:3][C:4]([NH:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[C:13]([CH3:17])=[N:12][CH:11]=[CH:10]2)=[O:5])[CH3:2]Komponenten
4
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 195 °C
Versuchsvorschrift
To 6-ethoxycarbonylamino-1-methyl-3,4-dihydroisoquinoline were added p-cymene (100 ml) and palladium-carbon (0.9 g), followed by heating under stirring at 195° C. in nitrogen atmosphere for 1 hour. After filtering off the catalyst, the reaction mixture was washed with ethanol and a part of the filtrate was evaporated. The residue was extracted with 1N hydrochloric acid, and then basified with potassium carbonate, followed by extracting with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate and the solvent was evaporated, to give the title compound (0.629 g, 69%, 2 steps) as pale yellow crystals.
Aufarbeitung
- temperatureby heating
- filtrationAfter filtering off the catalyst
- washthe reaction mixture was washed with ethanol
- customa part of the filtrate was evaporated
- extractionThe residue was extracted with 1N hydrochloric acid
- extractionby extracting with ethyl acetate
- washThe extract was washed with brine
- dry with materialdried over anhydrous magnesium sulfate
- customthe solvent was evaporated
Quellen und Nachweise
- ORD-Eintrag
- ord-cc620b2e56c34eaf9a16db20048571e6
- Quelldatensatz
- uspto-grants-2004_09
- Patentnummer
- US06787534B2
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