4,4,4-Trifluoro-1-(1-cyclohexenyl)-1,3-butanedione → 2-[5-(1-Cyclohexenyl)-3-trifluoromethyl-pyrazol-1-yl]-5-methanesulfonyl-pyridine

HRID 1860589노트

반응식

HRID 1860589 반응식
Cl.[NH:2]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([CH3:13])(=[O:12])=[O:11])=[CH:6][N:5]=1)[NH2:3].[F:14][C:15]([F:28])([F:27])[C:16](=O)[CH2:17][C:18]([C:20]1[CH2:25][CH2:24][CH2:23][CH2:22][CH:21]=1)=O>C(O)C>[C:20]1([C:18]2[N:2]([C:4]3[CH:9]=[CH:8][C:7]([S:10]([CH3:13])(=[O:11])=[O:12])=[CH:6][N:5]=3)[N:3]=[C:16]([C:15]([F:14])([F:27])[F:28])[CH:17]=2)[CH2:25][CH2:24][CH2:23][CH2:22][CH:21]=1

참가 물질

4

반응물 2

HCID 186240894,4,4-Trifluoro-1-(1-cyclohexenyl)-1,3-butanedioneHCID 222268132-Hydrazino-5-(methylsulfonyl)pyridine hydrochloride

생성물 1

HCID 186240932-[5-(1-Cyclohexenyl)-3-trifluoromethyl-pyrazol-1-yl]-5-methanesulfonyl-pyridine수율 18.3%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

2-Hydrazino-5-(methylsulfonyl)pyridine hydrochloride (128 mg, 0.54 mmol) and 4,4,4-trifluoro-1-(1-cyclohexenyl)-1,3-butanedione (100 mg, 0.45 mmol) were mixed in ethanol (8 ml). The resulting reaction mixture was heated at reflux temperature for 35 hours. The solvent was then removed in vacuo, and the residue was partitioned between EtOAc and water. The organic layer was washed with brine and concentrated in vacuo. The product was purified by flash chromatography using methylene chloride to give the title compound (30.6 mg, 18%).

후처리

  1. customThe resulting reaction mixture
  2. temperaturewas heated
  3. temperatureat reflux temperature for 35 hours
  4. customThe solvent was then removed in vacuo
  5. customthe residue was partitioned between EtOAc and water
  6. washThe organic layer was washed with brine
  7. concentrationconcentrated in vacuo
  8. customThe product was purified by flash chromatography

출처 및 근거

ORD 기록
ord-38d1ff26751b420a8f76418c60340e21
출처 데이터셋
uspto-grants-2003_03
특허 번호
US06531492B1

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