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2-Mercaptoethanol → 2-(5-((6-(1-Acetylpyrrolidin-2-yl)-2-pyridin-2-yl-1H-benzimidazol-5-yl)oxy)pyridin-2-ylsulfanyl)ethanol

HRID 13417
ノート
印刷プレビュー

反応式

HRID 13417 の反応式
[SH:1][CH2:2][CH2:3][OH:4].C(=O)([O-])[O-].[K+].[K+].CN(C)C=O.[C:16]([N:19]1[CH2:23][CH2:22][CH2:21][CH:20]1[C:24]1[C:25]([O:39][C:40]2[CH:41]=[N:42][C:43](Cl)=[CH:44][CH:45]=2)=[CH:26][C:27]2[N:31]=[C:30]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][N:33]=3)[NH:29][C:28]=2[CH:38]=1)(=[O:18])[CH3:17]>C(=O)(O)[O-].[Na+]>[C:16]([N:19]1[CH2:23][CH2:22][CH2:21][CH:20]1[C:24]1[C:25]([O:39][C:40]2[CH:45]=[CH:44][C:43]([S:1][CH2:2][CH2:3][OH:4])=[N:42][CH:41]=2)=[CH:26][C:27]2[N:31]=[C:30]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][N:33]=3)[NH:29][C:28]=2[CH:38]=1)(=[O:18])[CH3:17]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 15672-MercaptoethanolHCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 231451026-(1-Acetylpyrrolidin-2-yl)-5-((6-chloropyridin-3-yl)oxy)-2-pyridin-2-yl-1H-benzimidazole

生成物 1

HCID 231451152-(5-((6-(1-Acetylpyrrolidin-2-yl)-2-pyridin-2-yl-1H-benzimidazol-5-yl)oxy)pyridin-2-ylsulfanyl)ethanol

試薬・触媒・溶媒 1

HCID 516892
Sodium Bicarbonate
溶媒

反応条件

温度
120 °C

実験手順

20 mg of 2-mercaptoethanol and 10 mg of potassium carbonate were added in order to an N,N-dimethylformamide (1 ml) solution of 20 mg of 6-(1-acetylpyrrolidin-2-yl)-5-(6-chloropyridin-3-yl)oxy-2-pyridin-2-yl-1H-benzimidazole obtained in Example 504, and the reaction liquid was stirred at 120° C. for 5 hours. After cooled, the reaction liquid was diluted with aqueous saturated sodium bicarbonate, extracted with chloroform, and the organic layer was dried with anhydrous magnesium sulfate, and the solvent was evaporated away under reduced pressure. The resulting residue was purified through partitioning thin-layer chromatography (Kieselgel™ 60F254, Art 5744 (by Merck), chloroform/methanol=10/1) to obtain the entitled compound as a white solid.

後処理

  1. customthe reaction liquid
  2. temperatureAfter cooled
  3. customthe reaction liquid
  4. extractionextracted with chloroform
  5. dry with materialthe organic layer was dried with anhydrous magnesium sulfate
  6. customthe solvent was evaporated away under reduced pressure
  7. customThe resulting residue was purified
  8. customthrough partitioning thin-layer chromatography (Kieselgel™ 60F254, Art 5744 (by Merck), chloroform/methanol=10/1)

出典と根拠

ORDレコード
ord-789f003969094e3887548f5c03ce85d9
出典データセット
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07728025B2

反応ノート

読み込み中…

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