Ethanol → 3-Bromo-2-ethyl-2H-pyrazolo[4,3-b]pyridine
Reaktionsgleichung
[CH2:1](O)[CH3:2].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Br:23][C:24]1[C:28]2=[N:29][CH:30]=[CH:31][CH:32]=[C:27]2[NH:26][N:25]=1.CC(OC(/N=N/C(OC(C)C)=O)=O)C>C1COCC1.O.C1(C)C=CC=CC=1>[Br:23][C:24]1[N:25]([CH2:1][CH3:2])[N:26]=[C:27]2[CH:32]=[CH:31][CH:30]=[N:29][C:28]=12Komponenten
8
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 3
Reaktionsbedingungen
- Temperatur
- 50 °C
Versuchsvorschrift
To a solution of ethanol (0.118 ml) and triphenylphosphine (530 mg) in THF (3 ml) was added 3-bromo-1H-pyrazolo[4,3-b]pyridine (200 mg), and the mixture was heated at 50° C. A toluene solution (1.9 M, 1.06 ml) of DIAD was added dropwise at 50° C., and the mixture was stirred for 30 min. The reaction mixture was cooled to room temperature, water was added, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (71 mg).
Aufarbeitung
- temperatureThe reaction mixture was cooled to room temperature
- extractionthe mixture was extracted with ethyl acetate
- washThe extract was washed with saturated brine
- dry with materialdried over anhydrous magnesium sulfate
- customthe solvent was evaporated under reduced pressure
- customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate)
Quellen und Nachweise
- ORD-Eintrag
- ord-93a526a934024906b1ad99b4fff6a62b
- Quelldatensatz
- uspto-grants-2015_05
- Patentnummer
- US09029388B2
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