Dimethylformamide → 6-Methoxy-4-(methoxycarbonyl)methoxy-2-methylthiopyrimidine

HRID 1862311Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1862311
[H-].[Na+].Cl[C:4]1[CH:9]=[C:8]([O:10][CH3:11])[N:7]=[C:6]([S:12][CH3:13])[N:5]=1.[C:14]([O:18][CH3:19])(=[O:17])[CH2:15][OH:16].CN(C)C=O>O>[CH3:11][O:10][C:8]1[N:7]=[C:6]([S:12][CH3:13])[N:5]=[C:4]([O:16][CH2:15][C:14]([O:18][CH3:19])=[O:17])[CH:9]=1

Komponenten

6

Edukt 4

HCID 6228DimethylformamideHCID 24758Sodium hydrideHCID 66774Methyl GlycolateHCID 98369994-Chloro-6-methoxy-2-(methylthio)pyrimidine

Produkt 1

HCID 186191496-Methoxy-4-(methoxycarbonyl)methoxy-2-methylthiopyrimidineAusbeute 59,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

0.4 g of sodium hydride was added to a mixture of 1.59 g of 4-chloro-6-methoxy-2-methylthiopyrimidine, 0.98 g of methyl glycolate and 10 ml of N,N-dimethylformamide at 0° C. The mixture was stirred at room temperature for 5 hours, then, the reaction solution was poured into water, and extracted with ethyl acetate. The organic layer was washed with saturated saline, dried over anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 1.22 g of 6-methoxy-4-(methoxycarbonyl)methoxy-2-methylthiopyrimidine.

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with saturated saline
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-2731ef37d29f49258025de724c9914ec
Quelldatensatz
uspto-grants-2003_03
Patentnummer
US06537948B1

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