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Water → 2-methyl-1-[6-(5-{1-[5-(methylsulfonyl)pyridin-2-yl]-2-(tetrahydro-2H-pyran-4-yl)ethyl}-1H-pyrrol-2-yl)pyridin-3-yl]propane-1,2-diol

HRID 1882068
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HRID 1882068 반응식
[CH3:1][C:2]([OH:33])([CH3:32])[CH:3]([C:5]1[CH:6]=[N:7][C:8]([C:11]2[NH:12][C:13]([CH:16]([C:24]3[CH:29]=[CH:28][C:27]([S:30][CH3:31])=[CH:26][N:25]=3)[CH2:17][CH:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)=[CH:14][CH:15]=2)=[CH:9][CH:10]=1)[OH:4].[OH2:34].C([O-])([O-])=O.C([O-])([O-])=O.[OH:43]O.OO.OO.[Na+].[Na+].[Na+].[Na+].S([O-])([O-])=O.[Na+].[Na+]>C(#N)C>[CH3:32][C:2]([OH:33])([CH3:1])[CH:3]([C:5]1[CH:6]=[N:7][C:8]([C:11]2[NH:12][C:13]([CH:16]([C:24]3[CH:29]=[CH:28][C:27]([S:30]([CH3:31])(=[O:43])=[O:34])=[CH:26][N:25]=3)[CH2:17][CH:18]3[CH2:19][CH2:20][O:21][CH2:22][CH2:23]3)=[CH:14][CH:15]=2)=[CH:9][CH:10]=1)[OH:4]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 24437Sodium SulfiteHCID 159762Sodium percarbonate2회HCID 59331498HCID 59331498, 화합물

생성물 1

HCID 593312272-methyl-1-[6-(5-{1-[5-(methylsulfonyl)pyridin-2-yl]-2-(tetrahydro-2H-pyran-4-yl)ethyl}-1H-pyrrol-2-yl)pyridin-3-yl]propane-1,2-diol수율 84%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a mixture of 2-methyl-1-[6-(5-{1-[5-(methylsulfanyl)pyridin-2-yl]-2-(tetrahydro-2H-pyran-4-yl)ethyl}-1H-pyrrol-2-yl)pyridin-3-yl]propane-1,2-diol (0.37 g), water (4 mL) and acetonitrile (6 mL) was added sodium percarbonate (0.25 g), and the mixture was stirred at room temperature for 2 hr. To the reaction mixture was added sodium percarbonate (0.10 g), and the mixture was stirred at room temperature for 1 hr. To the reaction mixture was added saturated aqueous sodium sulfite solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried (MgSO4) and concentrated. The residue was subjected to basic silica gel column chromatography, and the title compound (0.33 g, yield 84%) was obtained as a pale-yellow amorphous solid from a fraction eluted with tetrahydrofuran-hexane (4:1, volume ratio). MS: 500 (MH+).

후처리

  1. stirringthe mixture was stirred at room temperature for 1 hr
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe ethyl acetate layer was washed with saturated brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-9fe9a83e06dd496ab0475cd9bcb5bd90
출처 데이터셋
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08318746B2

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