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Dimethylformamide → 6-Methoxy-4-{1-(methoxycarbonyl)ethoxy}-2-methylthiopyrimidine

HRID 1862315
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HRID 1862315 반응식
[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:19][CH3:20])(=[O:18])[CH:15]([CH3:17])[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][CH:15]([C:14]([O:19][CH3:20])=[O:18])[CH3:17])[CH:9]=1
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참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 11040Methyl LactateHCID 24758Sodium hydrideHCID 98369994-Chloro-6-methoxy-2-(methylthio)pyrimidine

생성물 1

HCID 186192486-Methoxy-4-{1-(methoxycarbonyl)ethoxy}-2-methylthiopyrimidine수율 69.6%

시약·촉매·용매 1

HCID 962Water
용매

실험 절차

0.4 g of sodium hydride was added to a mixture of 1.59 g of 4-chloro-6-methoxy-2-methylthiopyrimidine, 1.13 g of methyl lactate 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 1.5 g of 6-methoxy-4-{1-(methoxycarbonyl)ethoxy}-2-methylthiopyrimidine.

후처리

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

출처 및 근거

ORD 기록
ord-dd68a39bfde14b5abc49d00d15ae2e1b
출처 데이터셋
uspto-grants-2003_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06537948B1

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