Methanol → Methyl 2-(4,6-dioxo-2-(piperidin-1-yl)-1,4,5,6-tetrahydropyrimidin-5-yl)pentanoate
Reaktionsgleichung
S(Cl)(Cl)=O.[OH:5][C:6]1[C:11]([CH:12]([CH2:16][CH2:17][CH3:18])[C:13]([OH:15])=[O:14])=[C:10]([OH:19])[N:9]=[C:8]([N:20]2[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]2)[N:7]=1.[CH3:26]O>>[O:5]=[C:6]1[CH:11]([CH:12]([CH2:16][CH2:17][CH3:18])[C:13]([O:15][CH3:26])=[O:14])[C:10](=[O:19])[NH:9][C:8]([N:20]2[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]2)=[N:7]1Komponenten
4
Versuchsvorschrift
To a solution cold solution of methanol (50 mL) was added thionyl chloride (7.25 mL; 100 mmol) dropwise. The acidic solution was added to a flask containing 2-(4,6-dihydroxy-2-(piperidin-1-yl)pyrimidin-5-yl)pentanoic acid (3.07 g; 10.4 mmol) and the mixture was heated to reflux for 18 h. The reaction mixture was concentrated under reduced pressure and the product was used as such in the next reaction.