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Iodoethane → HCID 22097014, 화합물

HRID 1458557
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HRID 1458557 반응식
[NH2:1][C:2]1[C:3]([O:22][CH3:23])=[N:4][C:5]2[C:10]([N:11]=1)=[C:9]([NH:12][S:13]([CH3:16])(=[O:15])=[O:14])[C:8]([Cl:17])=[C:7]([C:18]([F:21])([F:20])[F:19])[CH:6]=2.C(=O)([O-])[O-].[K+].[K+].I[CH2:31][CH3:32]>CC(C)=O>[NH2:1][C:2]1[C:3]([O:22][CH3:23])=[N:4][C:5]2[C:10]([N:11]=1)=[C:9]([N:12]([CH2:31][CH3:32])[S:13]([CH3:16])(=[O:15])=[O:14])[C:8]([Cl:17])=[C:7]([C:18]([F:21])([F:20])[F:19])[CH:6]=2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6340Iodoethane2회HCID 11430Potassium CarbonateHCID 22097003HCID 22097003, 화합물

생성물 1

HCID 22097014HCID 22097014, 화합물수율 96%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A mixture of N-(3-amino-6-chloro-7-trifluoromethyl-2-methoxyquinoxalin-5-yl)methanesulphonamide (Preparation 20, 73 mg, 0.2 mmol) and anhydrous potassium carbonate (33 mg, 0.24 mmol) in acetone was stirred under reflux for 20 mins. Iodoethane (32 μl, 0.4 mmol) was added, and the mixture was heated for a further 2 h. Additional iodoethane (32 μl, 0.4 mmol) was added, and heating was continued for a further 4 h. The mixture was concentrated under reduced pressure and the residue was partitioned between water and ethyl acetate. The organic solution was dried (MgSO4), concentrated under reduced pressure, and the residue was purified by flash chromatography (gradient elution with dichloromethane/methanol) to give N-(3-amino-6-chloro-7-trifluoromethyl-2-methoxyquinoxalin-5-yl)-N-ethyl-methanesulphonamide (75 mg, 96%), as a white solid.

후처리

  1. temperatureunder reflux for 20 mins
  2. temperaturethe mixture was heated for a further 2 h
  3. temperatureheating
  4. concentrationThe mixture was concentrated under reduced pressure
  5. customthe residue was partitioned between water and ethyl acetate
  6. dry with materialThe organic solution was dried (MgSO4)
  7. concentrationconcentrated under reduced pressure
  8. customthe residue was purified by flash chromatography (gradient elution with dichloromethane/methanol)

출처 및 근거

ORD 기록
ord-2c9cd9cd962443f99d0ef8bfb5f389e4
출처 데이터셋
uspto-grants-1998_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05852016

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