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Acetonitrile → 2-Chloro-4-[1-(methoxycarbonyl)ethoxy]pyrimidine

HRID 1862223
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HRID 1862223 반응식
[C:1]([O:6][CH3:7])(=[O:5])[CH:2]([CH3:4])[OH:3].C(#N)C.[H-].[Na+].[Cl:13][C:14]1[N:19]=[C:18]([Cl:20])[CH:17]=[CH:16][N:15]=1>O>[Cl:13][C:14]1[N:19]=[C:18]([O:3][CH:2]([C:1]([O:6][CH3:7])=[O:5])[CH3:4])[CH:17]=[CH:16][N:15]=1.[Cl:20][C:18]1[CH:17]=[CH:16][N:15]=[C:14]([O:3][CH:2]([C:1]([O:6][CH3:7])=[O:5])[CH3:4])[N:19]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 6342Acetonitrile3회HCID 11040Methyl LactateHCID 24758Sodium hydrideHCID 775312,4-Dichloropyrimidine

생성물 2

HCID 120567412-Chloro-4-[1-(methoxycarbonyl)ethoxy]pyrimidineHCID 120567434-Chloro-2-[1-(methoxycarbonyl)ethoxy]pyrimidine

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 3.12 g of methyl lactate and 10 ml of acetonitrile was added to a mixture of 1.2 g of sodium hydride and 40 ml of acetonitrile dropwise under ice cooling, and the mixture was stirred for 30 minutes. To this was added a mixture of 4.47 g of 2,4-dichloropyrimidine and 10 ml of acetonitrile dropwise at the same temperature, and the mixture was stirred at 60° C. for 2 hours. This reaction solution was cooled to room temperature, then, 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 2.5 g of 2-chloro-4-[1-(methoxycarbonyl)ethoxy]pyrimidine and 0.25 g of 4-chloro-2-[1-(methoxycarbonyl)ethoxy]pyrimidine. 2-Chloro-4-[1-(methoxycarbonyl)ethoxy]pyrimidine

후처리

  1. additionTo this was added
  2. stirringthe mixture was stirred at 60° C. for 2 hours
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with saturated saline
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-ef66615ff5534e9aa640fff2332b2a6f
출처 데이터셋
uspto-grants-2003_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06537948B1

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