Isopropanol → 4-Isopropoxy-1-mesityl-6-methyl-1,6-dihydro-7H-pyrrolo[2,3-d]pyridazin-7-one
Reaktionsgleichung
[CH3:1][CH:2]([OH:4])[CH3:3].[H-].[Na+].Cl[C:8]1[C:9]2[CH:18]=[CH:17][N:16]([C:19]3[C:24]([CH3:25])=[CH:23][C:22]([CH3:26])=[CH:21][C:20]=3[CH3:27])[C:10]=2[C:11](=[O:15])[N:12]([CH3:14])[N:13]=1>CN(C=O)C.O>[CH:2]([O:4][C:8]1[C:9]2[CH:18]=[CH:17][N:16]([C:19]3[C:24]([CH3:25])=[CH:23][C:22]([CH3:26])=[CH:21][C:20]=3[CH3:27])[C:10]=2[C:11](=[O:15])[N:12]([CH3:14])[N:13]=1)([CH3:3])[CH3:1]Komponenten
6
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 60 °C
Versuchsvorschrift
To a solution of 2-propanol (0.026 ml, 0.60 mmol) in DMF (1 ml) was added sodium hydride (60% in oil, 24 mg, 0.60 mmol). The mixture was stirred for 10 min before addition of 4-chloro-1-mesityl-6-methyl-1,6-dihydro-7H-pyrrolo[2,3-d]pyridazin-7-one (45.3 mg, 0.15 mmol). The mixture was stirred at 60° C. for 1 hour, then diluted with water (30 ml) and extracted with ethyl acetate (50 ml). The extract was washed with water, dried over magnesium sulfate and concentrated in vacuo. The residue was purified by silica gel chromatography eluting with hexane/ethyl acetate (5:1) to give 28.3 mg (58%) of the title compound as crystals.
Aufarbeitung
- extractionextracted with ethyl acetate (50 ml)
- washThe extract was washed with water
- dry with materialdried over magnesium sulfate
- concentrationconcentrated in vacuo
- customThe residue was purified by silica gel chromatography
- washeluting with hexane/ethyl acetate (5:1)
Quellen und Nachweise
- ORD-Eintrag
- ord-9509d5f29ccf48118a64fefdfb1574a7
- Quelldatensatz
- uspto-grants-2011_03
- Patentnummer
- US07897607B2
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