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Chlorosuccinimide → N-{4-[(3-Chloro-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-4-yl)methyl]-3-fluorophenyl}-2,2,2-trifluoroacetamide

HRID 2240245
ノート
印刷プレビュー

反応式

HRID 2240245 の反応式
[F:1][C:2]([F:32])([F:31])[C:3]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][C:13]2[CH:18]=[CH:17][N:16]=[C:15]3[N:19]([CH2:22][O:23][CH2:24][CH2:25][Si:26]([CH3:29])([CH3:28])[CH3:27])[CH:20]=[CH:21][C:14]=23)=[C:8]([F:30])[CH:7]=1)=[O:4].[Cl:33]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl.O.ClCCl>[Cl:33][C:21]1[C:14]2[C:15](=[N:16][CH:17]=[CH:18][C:13]=2[CH2:12][C:9]2[CH:10]=[CH:11][C:6]([NH:5][C:3](=[O:4])[C:2]([F:1])([F:31])[F:32])=[CH:7][C:8]=2[F:30])[N:19]([CH2:22][O:23][CH2:24][CH2:25][Si:26]([CH3:27])([CH3:28])[CH3:29])[CH:20]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 2

HCID 31398ChlorosuccinimideHCID 593050202,2,2-trifluoro-N-{3-fluoro-4-[(1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-4-yl)methyl]phenyl}acetamide

生成物 1

HCID 59305018N-{4-[(3-Chloro-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-4-yl)methyl]-3-fluorophenyl}-2,2,2-trifluoroacetamide

試薬・触媒・溶媒 3

HCID 962Water溶媒
HCID 5943
Carbon Tetrachloride
溶媒
HCID 6344Dichloromethane溶媒

実験手順

550 mg (1.07 mmol) of 2,2,2-trifluoro-N-{3-fluoro-4-[(1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-4-yl)methyl]phenyl}acetamide and 143 mg (1.07 mmol) of N-chlorosuccinimide in 23 ml of carbon tetrachloride are heated at reflux for 20 min. After cooling, the mixture is diluted with water in dichloromethane and extracted. The organic phase is separated off, dried over magnesium sulfate and concentrated under reduced pressure. The residue is purified by column chromatography on silica gel (mobile phase: dichloromethane with increasing amounts of methanol).

後処理

  1. temperatureat reflux for 20 min
  2. temperatureAfter cooling
  3. extractionextracted
  4. customThe organic phase is separated off
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue is purified by column chromatography on silica gel (mobile phase: dichloromethane with increasing amounts of methanol)

出典と根拠

ORDレコード
ord-349d1a57e9ad43828d95602b1b4b0584
出典データセット
uspto-grants-2010_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07723347B2

反応ノート

読み込み中…

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