Cesium carbonate → Ethyl 8-[(3,3-difluorocyclobutyl)methoxy]-2,6-dimethylimidazo[1,2-a]pyridine-3-carboxylate
Reaktionsgleichung
[OH:1][C:2]1[C:3]2[N:4]([C:9]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:10]([CH3:12])[N:11]=2)[CH:5]=[C:6]([CH3:8])[CH:7]=1.CS(O[CH2:23][CH:24]1[CH2:27][C:26]([F:29])([F:28])[CH2:25]1)(=O)=O.C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C>[F:28][C:26]1([F:29])[CH2:27][CH:24]([CH2:23][O:1][C:2]2[C:3]3[N:4]([C:9]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:10]([CH3:12])[N:11]=3)[CH:5]=[C:6]([CH3:8])[CH:7]=2)[CH2:25]1Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 60 °C
Versuchsvorschrift
1.85 g (7.89 mmol) of ethyl 8-hydroxy-2,6-dimethylimidazo[1,2-a]pyridine-3-carboxylate Example 87A and 2.37 g (9.47 mmol) of (3,3-difluorocyclobutyl)methyl methanesulphonate Example 105A were initially charged in 104 ml of DMF, and 10.28 g (31.56 mmol) of caesium carbonate were added. The reaction mixture was stirred at 60° C. overnight. After cooling, the reaction mixture was filtered, the solid was washed thoroughly with ethyl acetate, the filtrate was concentrated and about 150 ml of water were added to the residue. The solid formed was filtered off and dried under high vacuum. This gave 2.51 g (89% of theory; purity 95%) of the title compound.
Aufarbeitung
- temperatureAfter cooling
- filtrationthe reaction mixture was filtered
- washthe solid was washed thoroughly with ethyl acetate
- concentrationthe filtrate was concentrated
- additionabout 150 ml of water were added to the residue
- customThe solid formed
- filtrationwas filtered off
- customdried under high vacuum
Quellen und Nachweise
- ORD-Eintrag
- ord-a007214b12864819b0964ec3d700f631
- Quelldatensatz
- uspto-grants-2014_07
- Patentnummer
- US08778964B2
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