Potassium Iodide → 2-[3-(2-Methyl-2-nitropropyl)imidazo[1,2-a]pyridin-7-yloxy]-acetamide

HRID 1271545

반응식

HRID 1271545 반응식
[CH3:1][C:2]([N+:15]([O-:17])=[O:16])([CH3:14])[CH2:3][C:4]1[N:8]2[CH:9]=[CH:10][C:11]([OH:13])=[CH:12][C:7]2=[N:6][CH:5]=1.Cl[CH2:19][C:20]([NH2:22])=[O:21].C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>CC(=O)CC>[CH3:14][C:2]([N+:15]([O-:17])=[O:16])([CH3:1])[CH2:3][C:4]1[N:8]2[CH:9]=[CH:10][C:11]([O:13][CH2:19][C:20]([NH2:22])=[O:21])=[CH:12][C:7]2=[N:6][CH:5]=1

참가 물질

6

반응물 4

HCID 4875Potassium IodideHCID 6580ChloroacetamideHCID 11430Potassium CarbonateHCID 178441236HCID 178441236, 화합물

생성물 1

HCID 220385692-[3-(2-Methyl-2-nitropropyl)imidazo[1,2-a]pyridin-7-yloxy]-acetamide수율 34.3%

시약·촉매·용매 1

HCID 6569Methyl Ethyl Ketone용매

실험 절차

3-(2-Methyl-2-nitropropyl)imidazo[1,2-a]pyridin-7-ol (1.5 g, 6.38 mmol), chloroacetamide (1.19 g, 12.73 mmol), potassium carbonate (6.4 mmol) and a small amount of potassium iodide in 2-butanone (30 ml) is heated at reflux overnight. The solids are removed by filtration and the filtrate is concentrated under reduced pressure. The residue is chromatographed on silica gel with dichloromethane/methanol 3:1 to 1:1 to give 640 mg of 2-[3-(2-methyl-2-nitropropyl)imidazo[1,2-a]pyridin-7-yloxy]-acetamide (34%).

후처리

  1. temperatureat reflux overnight
  2. customThe solids are removed by filtration
  3. concentrationthe filtrate is concentrated under reduced pressure
  4. customThe residue is chromatographed on silica gel with dichloromethane/methanol 3:1 to 1:1

출처 및 근거

ORD 기록
ord-1d287d2700084bc5896f302435ac8b9f
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07205407B2

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