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Methyl Lactate → 5-Benzyloxy-4-{1-(methoxycarbonyl)ethoxy}pyrimidine

HRID 1862270
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HRID 1862270 반응식
[H-].[Na+].[CH2:3]([O:10][C:11]1[C:12](Cl)=[N:13][CH:14]=[N:15][CH:16]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[C:18]([O:23][CH3:24])(=[O:22])[CH:19]([CH3:21])[OH:20]>O1CCCC1>[CH2:3]([O:10][C:11]1[C:12]([O:20][CH:19]([C:18]([O:23][CH3:24])=[O:22])[CH3:21])=[N:13][CH:14]=[N:15][CH:16]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 11040Methyl LactateHCID 24758Sodium hydrideHCID 136077245-(Benzyloxy)-4-chloropyrimidine

생성물 1

HCID 186192295-Benzyloxy-4-{1-(methoxycarbonyl)ethoxy}pyrimidine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Sodium hydride is added to a mixture of 5-benzyloxy-4-chloropyrimidine, methyl lactate and tetrahydrofuran at 0° C. The mixture is stirred at room temperature for 1 hour, then, stirred for 30 minutes at 90° C. The reaction solution is cooled to room temperature, then, poured into ice water, and extracted with ethyl acetate. The organic layer is washed with dilute hydrochloric acid and saturated saline, dried over anhydrous magnesium sulfate, and concentrated. The residue is subjected to silica gel column chromatography to obtain 5-benzyloxy-4-{1-(methoxycarbonyl)ethoxy}pyrimidine.

후처리

  1. stirringstirred for 30 minutes at 90° C
  2. temperatureThe reaction solution is cooled to room temperature
  3. extractionextracted with ethyl acetate
  4. washThe organic layer is washed with dilute hydrochloric acid and saturated saline
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-44c2343bffa247c1bd8b29b9190ebe5b
출처 데이터셋
uspto-grants-2003_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06537948B1

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