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2-(1,5-dimethyl-1H-indol-3-yl)-3-(5-methyl-1H-indol-3-yl)-N-methylmaleimide → 3-(1,5-dimethyl-1H-indol-3-yl)-4-(5-methyl-1H-indol-3-yl)-1-methyl-2,5-dioxopyrrolidine

HRID 1357105
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HRID 1357105 반응식
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][C:7]([CH3:11])=[CH:8][CH:9]=2)[C:4]([C:12]2[C:13]([N:15]([CH3:29])[C:16](=[O:28])[C:17]=2[C:18]2[C:26]3[C:21](=[CH:22][CH:23]=[C:24]([CH3:27])[CH:25]=3)[NH:20][CH:19]=2)=[O:14])=[CH:3]1>CN(C=O)C.[C].[Pd]>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][C:7]([CH3:11])=[CH:8][CH:9]=2)[C:4]([CH:12]2[CH:17]([C:18]3[C:26]4[C:21](=[CH:22][CH:23]=[C:24]([CH3:27])[CH:25]=4)[NH:20][CH:19]=3)[C:16](=[O:28])[N:15]([CH3:29])[C:13]2=[O:14])=[CH:3]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 185054452-(1,5-dimethyl-1H-indol-3-yl)-3-(5-methyl-1H-indol-3-yl)-N-methylmaleimide

생성물 1

HCID 185054423-(1,5-dimethyl-1H-indol-3-yl)-4-(5-methyl-1H-indol-3-yl)-1-methyl-2,5-dioxopyrrolidine수율 70.8%

시약·촉매·용매 2

HCID 178418390HCID 178418390, 화합물촉매HCID 6228Dimethylformamide용매

실험 절차

To a solution of 2-(1,5-dimethyl-1H-indol-3-yl)-3-(5-methyl-1H-indol-3-yl)-N-methylmaleimide (100 mg, 0.26 mmol) in DMF (5 mL) was added a small amount of 10% palladium-carbon, and the whole was stirred at room temperature for 1 day under hydrogen atmosphere. The palladium-carbon was removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography over silica gel (ethyl acetate:n-hexane =2:1) to obtain 3-(1,5-dimethyl-1H-indol-3-yl)-4-(5-methyl-1H-indol-3-yl)-1-methyl-2,5-dioxopyrrolidine (71 mg, 70.2%) as pale red solids.

후처리

  1. customThe palladium-carbon was removed by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by column chromatography over silica gel (ethyl acetate:n-hexane =2:1)

출처 및 근거

ORD 기록
ord-50ea68ec380d45d28fc2870ee068211e
출처 데이터셋
uspto-grants-2003_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06589977B1

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