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Water → [2-(5-{1-[1-methyl-5-(methylsulfonyl)-1H-pyrazol-3-yl]-2-(tetrahydro-2H-pyran-4-yl)ethyl}-1H-pyrrol-2-yl)-1,3-thiazol-5-yl]methanol

HRID 1802898
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HRID 1802898 반응식
[CH3:1][N:2]1[C:6](SC)=[CH:5][C:4]([CH:9]([C:17]2[NH:21][C:20]([C:22]3[S:23][C:24]([CH2:27][OH:28])=[CH:25][N:26]=3)=[CH:19][CH:18]=2)[CH2:10][CH:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)=[N:3]1.O[O:30][S:31]([O-:33])=O.[K+].O.[C:36](=O)([O-])O.[Na+]>CO.O1CCCC1>[CH3:1][N:2]1[C:6]([S:31]([CH3:36])(=[O:33])=[O:30])=[CH:5][C:4]([CH:9]([C:17]2[NH:21][C:20]([C:22]3[S:23][C:24]([CH2:27][OH:28])=[CH:25][N:26]=3)=[CH:19][CH:18]=2)[CH2:10][CH:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)=[N:3]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

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반응물 4

HCID 962WaterHCID 516892Sodium BicarbonateHCID 23707502Potassium hydroxy sulfiteHCID 44464406[2-(5-{1-[1-methyl-5-(methylsulfanyl)-1H-pyrazol-3-yl]-2-(tetrahydro-2H-pyran-4-yl)ethyl}-1H-pyrrol-2-yl)-1,3-thiazol-5-yl]methanol

생성물 1

HCID 44464404[2-(5-{1-[1-methyl-5-(methylsulfonyl)-1H-pyrazol-3-yl]-2-(tetrahydro-2H-pyran-4-yl)ethyl}-1H-pyrrol-2-yl)-1,3-thiazol-5-yl]methanol
수율 70%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of [2-(5-{1-[1-methyl-5-(methylsulfanyl)-1H-pyrazol-3-yl]-2-(tetrahydro-2H-pyran-4-yl)ethyl}-1H-pyrrol-2-yl)-1,3-thiazol-5-yl]methanol (0.40 g), oxone (registered trade mark) (0.89 g), water (6 mL), tetrahydrofuran (6 mL) and methanol (6 mL) was stirred at room temperature for 1 hr. To the reaction mixture was added saturated aqueous sodium hydrogen carbonate, 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 to give the title compound (0.30 g, yield 70%) as a colorless amorphous solid from the fraction eluted with tetrahydrofuran-hexane (3:1, volume ratio). MS: 451 (MH+).

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with saturated brine
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-79cf337c34264ed3981d42f1a4424791
출처 데이터셋
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08349886B2

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