Potassium Carbonate → 4-(2,2-Dimethoxyethyl)-6-methoxypyrido[2,3-b]pyrazin-3(4H)-one
Reaktionsgleichung
[CH3:1][O:2][CH:3]([O:21][CH3:22])[CH2:4][NH:5][C:6]1[C:11]([NH:12][CH2:13][C:14](OCC)=[O:15])=[CH:10][CH:9]=[C:8]([O:19][CH3:20])[N:7]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C.O=[Mn]=O>[CH3:1][O:2][CH:3]([O:21][CH3:22])[CH2:4][N:5]1[C:14](=[O:15])[CH:13]=[N:12][C:11]2[CH:10]=[CH:9][C:8]([O:19][CH3:20])=[N:7][C:6]1=2Komponenten
5
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 107.5 °C
Versuchsvorschrift
A mixture of ethyl N-[2-{[2,2-bis(methyloxy)ethyl]amino}-6-(methyloxy)-3-pyridinyl]glycinate (1 g, 3.2 mmol) and potassium carbonate (1.3 g, 9.6 mmol) in DMF (64 mL, 0.05M) was heated at 105-110° C. for 2 h. The mixture was cooled to room temperature and MnO2 (0.8 g, 11 mmol) was added and the reaction was stirred for 18 h. The reaction was filtered, concentrated, and the residue was dissolved in ethyl acetate and washed with water. The organic extract was concentrated and added to a silica column which was then eluted with 0-100% ethyl acetate in hexane affording the desired compound (0.78 g, 78%).
Aufarbeitung
- temperatureThe mixture was cooled to room temperature
- filtrationThe reaction was filtered
- concentrationconcentrated
- dissolutionthe residue was dissolved in ethyl acetate
- washwashed with water
- extractionThe organic extract
- concentrationwas concentrated
- additionadded to a silica column which
- washwas then eluted with 0-100% ethyl acetate in hexane affording the desired compound (0.78 g, 78%)
Quellen und Nachweise
- ORD-Eintrag
- ord-9f3f64550bf3448c8e30332335be23d9
- Quelldatensatz
- uspto-grants-2011_12
- Patentnummer
- US08071592B2
Notizen zur Reaktion
Wird geladen…