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Sodium Iodide → 3-Methyl-4-(3-trifluoromethoxy-phenyl)-piperazin-2-one

HRID 1096251
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HRID 1096251 반응식
[I-].[Na+].C([O-])(O)=O.[Na+].Cl[CH:9]([CH3:27])[C:10]([NH:12][CH2:13][CH2:14][NH:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([O:22][C:23]([F:26])([F:25])[F:24])[CH:17]=1)=[O:11]>CC(C)=O>[CH3:27][CH:9]1[N:15]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([O:22][C:23]([F:26])([F:25])[F:24])[CH:17]=2)[CH2:14][CH2:13][NH:12][C:10]1=[O:11]
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참가 물질

5

반응물 3

HCID 5238Sodium IodideHCID 516892Sodium BicarbonateHCID 667831992-Chloro-N-[2-(3-trifluoromethoxy-phenylamino)-ethyl]-propionamide

생성물 1

HCID 667830063-Methyl-4-(3-trifluoromethoxy-phenyl)-piperazin-2-one수율 66.1%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

Sodium iodide (64 mg, 0.43 mmol) and NaHCO3 (86 mg, 1.03 mmol) were added to a solution of 2-chloro-N-[2-(3-trifluoromethoxy-phenylamino)-ethyl]-propionamide (266 mg, 0.86 mmol) in acetone (20 mL). The reaction mixture was heated at reflux for 72 h, then evaporated. The residue was partitioned between EtOAc and water. The organic layer was dried (MgSO4), filtered, and evaporated. Chromatography (SiO2; heptane/EtOAc gradient) afforded the title compound (156 mg, 66%). Yellow oil, MS: 275.1 (M+H)−.

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 72 h
  3. customevaporated
  4. customThe residue was partitioned between EtOAc and water
  5. dry with materialThe organic layer was dried (MgSO4)
  6. filtrationfiltered
  7. customevaporated

출처 및 근거

ORD 기록
ord-66d3ae7731f04706afc3609aa0c226d2
출처 데이터셋
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08138175B2

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