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Methanol → Methyl 5-(benzyloxy)-1-methyl-2-(methylsulfonyl)-6-oxo-1,6-dihydropyrimidine-4-carboxylate

HRID 1409588
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HRID 1409588 반응식
[CH2:1]([O:8][C:9]1[C:14](=[O:15])[N:13]([CH3:16])[C:12](SC)=[N:11][C:10]=1[C:19]([O:21][CH3:22])=[O:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:23]O.C(Cl)Cl.O[O:29][S:30]([O-:32])=O.[K+]>O>[CH3:22][O:21][C:19]([C:10]1[N:11]=[C:12]([S:30]([CH3:23])(=[O:32])=[O:29])[N:13]([CH3:16])[C:14](=[O:15])[C:9]=1[O:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:20]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 887MethanolHCID 6344DichloromethaneHCID 23707502Potassium hydroxy sulfiteHCID 86710286Methyl 5-(benzyloxy)-1-methyl-2-(methylthio)-6-oxo-1,6-dihydropyrimidine-4-carboxylate

생성물 1

HCID 86710287Methyl 5-(benzyloxy)-1-methyl-2-(methylsulfonyl)-6-oxo-1,6-dihydropyrimidine-4-carboxylate수율 60%

시약·촉매·용매 1

HCID 962
Water
용매

실험 절차

In a 1 L round-bottomed flask, methyl 5-(benzyloxy)-1-methyl-2-(methylthio)-6-oxo-1,6-dihydropyrimidine-4-carboxylate (5.57 g, 17.4 mmol) was combined with MeOH (400 ml) and DCM (50 ml). A solution of oxone (21.4 g, 34.8 mmol) in water (100 ml) was added. The mixture was stirred at room temperature for 5 hours and then evaporated to dryness. The residue was taken up into EtOAc, washed with 3N NaOH aqueous solution, water, and brine, dried over Na2SO4 and concentrated under reduced pressure to give the title compound as a white solid (3.7 g; 60%). LCMS: m/z=353 (MH+).

후처리

  1. customevaporated to dryness
  2. washwashed with 3N NaOH aqueous solution, water, and brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-da95aed1b9394042bacf66be36652d97
출처 데이터셋
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08921388B2

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