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Methyl iodide → 2-[1-(4-chlorobenzyl)-1H-indol-3-yl]-N-methyl-2-oxo-N-(5-oxo-2,5-dihydro 3-furanyl)acetamide

HRID 353476
ノート
印刷プレビュー

反応式

HRID 353476 の反応式
[H-].[Na+].[Cl:3][C:4]1[CH:30]=[CH:29][C:7]([CH2:8][N:9]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]([C:18](=[O:28])[C:19]([NH:21][C:22]3[CH2:23][O:24][C:25](=[O:27])[CH:26]=3)=[O:20])=[CH:10]2)=[CH:6][CH:5]=1.[CH3:31]I>CN(C=O)C>[Cl:3][C:4]1[CH:5]=[CH:6][C:7]([CH2:8][N:9]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]([C:18](=[O:28])[C:19]([N:21]([CH3:31])[C:22]3[CH2:23][O:24][C:25](=[O:27])[CH:26]=3)=[O:20])=[CH:10]2)=[CH:29][CH:30]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 101574932-[1-(4-chlorobenzyl)-1H-indol-3-yl]-2-oxo-N-(5-oxo-2,5-dihydro-3-furanyl)acetamide

生成物 1

HCID 235139812-[1-(4-chlorobenzyl)-1H-indol-3-yl]-N-methyl-2-oxo-N-(5-oxo-2,5-dihydro 3-furanyl)acetamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Under nitrogen atmosphere, sodium hydride (10 mg of a 60% wt/wt suspension in mineral oil) is added to a solution of 2-[1-(4-chlorobenzyl)-1H-indol-3-yl]-2-oxo-N-(5-oxo-2,5-dihydro-3-furanyl)acetamide (100 mg) in dry DMF (2 ml). After 20′, methyl iodide (0.016 ml) is added. After 3 h the solvent is removed by roto-evaporation and the obtained residue is partitioned between water and ethyl acetate. The organic layer is dried over sodium sulfate and concentrated to dryness. The obtained residue is suspended in boiling MeOH/i-PrOH 1/1. After cooling to room temperature the insoluble material is collected by filtration and oven-dried at 60° C. for 3 h, to give 2-[1-(4-chlorobenzyl)-1H-indol-3-yl]-N-methyl-2-oxo-N-(5-oxo-2,5-dihydro 3-furanyl)acetamide (52 mg).

後処理

  1. customAfter 3 h the solvent is removed by roto-evaporation
  2. customthe obtained residue is partitioned between water and ethyl acetate
  3. dry with materialThe organic layer is dried over sodium sulfate
  4. concentrationconcentrated to dryness
  5. filtrationis collected by filtration
  6. customoven-dried at 60° C. for 3 h

出典と根拠

ORDレコード
ord-546348ecf37042469893d45e7a0da368
出典データセット
uspto-grants-2004_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06753342B2

反応ノート

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