Reaktionsgleichung
Br[CH2:2][C:3](=O)[C:4]([O:6][CH2:7][CH3:8])=[O:5].[CH3:10][N:11]([CH3:19])[C:12]1[CH:13]=[CH:14][C:15]([NH2:18])=[N:16][CH:17]=1.C(O)C>COCCOC>[CH3:10][N:11]([CH3:19])[C:12]1[CH:13]=[CH:14][C:15]2[N:16]([CH:2]=[C:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])[N:18]=2)[CH:17]=1Komponenten
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 20 °C
Versuchsvorschrift
215 μl of ethyl bromopyruvate are added to a suspension of 0.2 g of 5-dimethylaminopyridine-2-amine in 3 ml of DME. The reaction mixture is stirred at 20° C. for 16 hours, then, after addition of 3 ml of ethanol, for 16 hours at reflux and, finally, concentrated under reduced pressure. The residue is filtered on a cartridge comprising 15 g of silica, elution being carried out with a mixture of dichloromethane and methanol (98/2). The fractions comprising the expected product are combined and washed with a saturated sodium bicarbonate solution. The organic phase is dried and concentrated to dryness under reduced pressure to give 76 mg of ethyl 6-dimethylamino-imidazo[1,2-a]pyridine-2-carboxylate in the form of a green oil used as is in the continuation of the synthesis.
Aufarbeitung
- temperaturefor 16 hours at reflux
- concentrationfinally, concentrated under reduced pressure
- filtrationThe residue is filtered on a cartridge
- wash15 g of silica, elution
- additionbeing carried out with a mixture of dichloromethane and methanol (98/2)
- washwashed with a saturated sodium bicarbonate solution
- customThe organic phase is dried
- concentrationconcentrated to dryness under reduced pressure
Quellen und Nachweise
- ORD-Eintrag
- ord-384f31a5c25241b495a09a844000b14a
- Quelldatensatz
- uspto-grants-2013_03
- Patentnummer
- US08404848B2
Verknüpfte Notizen
Wird geladen…