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4,4,4-Trifluoro-1-(3-fluoro-4-(1,3-thiazol-4-yl)phenyl)-1,3-butanedione → 5-(5-(3-Fluoro-4-(1,3-thiazol-4-yl)phenyl)-3-trifluoromethyl-1H-pyrazol-1-yl)-2-pyridinesulfonamide

HRID 394898
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HRID 394898 반응식
[F:1][C:2]([F:21])([F:20])[C:3](=O)[CH2:4][C:5]([C:7]1[CH:12]=[CH:11][C:10]([C:13]2[N:14]=[CH:15][S:16][CH:17]=2)=[C:9]([F:18])[CH:8]=1)=O.Cl.[NH:23]([C:25]1[CH:26]=[CH:27][C:28]([S:31]([NH2:34])(=[O:33])=[O:32])=[N:29][CH:30]=1)[NH2:24]>C(O)C>[F:18][C:9]1[CH:8]=[C:7]([C:5]2[N:23]([C:25]3[CH:26]=[CH:27][C:28]([S:31]([NH2:34])(=[O:33])=[O:32])=[N:29][CH:30]=3)[N:24]=[C:3]([C:2]([F:21])([F:20])[F:1])[CH:4]=2)[CH:12]=[CH:11][C:10]=1[C:13]1[N:14]=[CH:15][S:16][CH:17]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 223138014,4,4-Trifluoro-1-(3-fluoro-4-(1,3-thiazol-4-yl)phenyl)-1,3-butanedioneHCID 223138295-Hydrazino-2-pyridinesulfonamide hydrochloride

생성물 1

HCID 178121385-(5-(3-Fluoro-4-(1,3-thiazol-4-yl)phenyl)-3-trifluoromethyl-1H-pyrazol-1-yl)-2-pyridinesulfonamide수율 23%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A suspension of 4,4,4-trifluoro-1-(3-fluoro-4-(1,3-thiazol-4-yl)phenyl)-1,3-butanedione (503 mg, 1.59 mmol) and 5-hydrazino-2-pyridinesulfonamide hydrochloride (392 mg, 1.74 mmol) in ethanol (22 ml) was stirred at reflux for 28 h. After cooling, the solvent was removed and the residue was added water, extracted with ethyl acetate. The extracts was dried (MgSO4) and concentrated. This was purified on silica gel eluting with ethyl acetate/hexane (1:4/1:3/1:2) to afford 172 mg (23.0%) of the titled compound as a yellow solid.

후처리

  1. temperatureat reflux for 28 h
  2. temperatureAfter cooling
  3. customthe solvent was removed
  4. additionthe residue was added water
  5. extractionextracted with ethyl acetate
  6. dry with materialThe extracts was dried (MgSO4)
  7. concentrationconcentrated
  8. customThis was purified on silica gel eluting with ethyl acetate/hexane (1:4/1:3/1:2)

출처 및 근거

ORD 기록
ord-354e011e94014707aeb4211e490f3267
출처 데이터셋
uspto-grants-2003_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06603008B1

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