Dimethylformamide → [7-Benzyl-1-(2-phenylethyl)-2,6-dioxo-1,2,6,7-tetrahydropurin-3-yl]acetic acid ethyl ester
Reaktionsgleichung
[CH2:1]([O:3][C:4](=[O:24])[CH2:5][N:6]1[C:14]2[N:13]=[CH:12][N:11]([CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:10]=2[C:9](=[O:22])[NH:8][C:7]1=[O:23])[CH3:2].C(=O)([O-])[O-].[K+].[K+].Br[CH2:32][CH2:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1.CN(C)C=O>C(OCC)(=O)C.O>[CH2:1]([O:3][C:4](=[O:24])[CH2:5][N:6]1[C:14]2[N:13]=[CH:12][N:11]([CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:10]=2[C:9](=[O:22])[N:8]([CH2:32][CH2:33][C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[C:7]1=[O:23])[CH3:2]Komponenten
7
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 50 °C
Versuchsvorschrift
A mixture of (7-benzyl-2,6-dioxo-1,2,6,7-tetrahydropurin-3-yl)acetic acid ethyl ester (300 mg), anhydrous potassium carbonate (250 mg), 2-bromoethylbenzene (0.25 ml), and N,N-dimethylformamide (5 ml) was stirred with heating in an oil bath of 50° C. for 2 hours. The reaction mixture was diluted with ethyl acetate and water, and extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography using 10–20% (20% 2-propanol/ethyl acetate)/hexane to give 366 mg of the title compound.
Aufarbeitung
- extractionextracted with ethyl acetate
- washThe organic layer was washed with water and saturated brine
- dry with materialdried over anhydrous magnesium sulfate
- concentrationconcentrated under reduced pressure
- customThe residue was purified by silica gel column chromatography
Quellen und Nachweise
- ORD-Eintrag
- ord-2c0009f640dc46d3afe7c01413d3ef10
- Quelldatensatz
- uspto-grants-2006_07
- Patentnummer
- US07074798B2
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