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1H-Indazole → 2-(2,4-Difluorophenyl)-1-(2H-indazol-1-yl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol

HRID 1158996
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HRID 1158996 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[N:2]1.[H-].[Na+].[F:12][C:13]1[CH:18]=[C:17]([F:19])[CH:16]=[CH:15][C:14]=1[C:20]1([CH2:23][N:24]2[CH:28]=[N:27][CH:26]=[N:25]2)[CH2:22][O:21]1>CN(C)C=O>[F:12][C:13]1[CH:18]=[C:17]([F:19])[CH:16]=[CH:15][C:14]=1[C:20]([OH:21])([CH2:23][N:24]1[CH:28]=[N:27][CH:26]=[N:25]1)[CH2:22][N:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][NH:2]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 92211H-IndazoleHCID 24758Sodium hydrideHCID 101309211-(2-(2,4-Difluorophenyl)-2,3-epoxypropyl)-1H-1,2,4-triazole

생성물 1

HCID 686442442-(2,4-Difluorophenyl)-1-(2H-indazol-1-yl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol수율 44%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a suspension of Indazole (0.27 g, 2.32 mmol) in N, N-dimethylformamide (10 ml) was slowly added sodium hydride (0.093 g, 2.32 mmol) at 0° C., followed by stirring for 30 min and then for an additional 30 min at room temperature. Then, 1-((2-(2,4-difluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole (0.50 g, 2.11 mmol) was added, followed by stirring for 2 hrs at 60° C. The reaction was quenched with the addition of water (1 ml) at 0° C. Following dilution with ethyl acetate (20 ml), the reaction mixture was washed with saturated ammonium chloride solution (20 ml) and then with brine (20 ml). The organic layer was dried over anhydrous magnesium sulfate and concentrated by evaporation in a vacuum condition. The product was purified by chromatography on silica gel to give the title compound (Yield 44%).

후처리

  1. customat 0° C.
  2. waitfor an additional 30 min at room temperature
  3. stirringby stirring for 2 hrs at 60° C
  4. customThe reaction was quenched with the addition of water (1 ml) at 0° C
  5. washthe reaction mixture was washed with saturated ammonium chloride solution (20 ml)
  6. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  7. concentrationconcentrated by evaporation in a vacuum condition
  8. customThe product was purified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-9e257a9ff2b34a68b5bf515e68524f44
출처 데이터셋
uspto-grants-2010_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07812045B2

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