Acetic Anhydride → 2-(2-(5-Bromo-pyridin-2-yl-6-(4-methanesulfonyl-phenoxy)-3H-benzimidazol-5-yl)-pyrrolidin-1-yl)-ethanone

HRID 13360ノート

反応式

HRID 13360 の反応式
[C:1](OC(=O)C)(=[O:3])[CH3:2].[Br:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]2[NH:19][C:18]3[CH:20]=[C:21]([CH:35]4[CH2:39][CH2:38][CH2:37][NH:36]4)[C:22]([O:24][C:25]4[CH:30]=[CH:29][C:28]([S:31]([CH3:34])(=[O:33])=[O:32])=[CH:27][CH:26]=4)=[CH:23][C:17]=3[N:16]=2)=[N:13][CH:14]=1.C(=O)(O)[O-].[Na+]>N1C=CC=CC=1>[Br:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]2[NH:19][C:18]3[CH:20]=[C:21]([CH:35]4[CH2:39][CH2:38][CH2:37][N:36]4[CH2:2][CH:1]=[O:3])[C:22]([O:24][C:25]4[CH:30]=[CH:29][C:28]([S:31]([CH3:34])(=[O:32])=[O:33])=[CH:27][CH:26]=4)=[CH:23][C:17]=3[N:16]=2)=[N:13][CH:14]=1

参加物

5

反応物 3

HCID 7918Acetic AnhydrideHCID 516892Sodium BicarbonateHCID 231454112-(5-bromo-pyridin-2-yl)-5-(4-methanesulfonyl-phenoxy)-6-pyrrolidin-2-yl-1H-benzimidazole

生成物 1

HCID 866192082-(2-(5-Bromo-pyridin-2-yl-6-(4-methanesulfonyl-phenoxy)-3H-benzimidazol-5-yl)-pyrrolidin-1-yl)-ethanone

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

0.020 ml of acetic anhydride was added to a pyridine (1 ml) solution of 43 mg of 2-(5-bromo-pyridin-2-yl)-5-(4-methanesulfonyl-phenoxy)-6-pyrrolidin-2-yl-1H-benzimidazol enantiomer A obtained in Example 342, and the reaction liquid was stirred at room temperature for 10 minutes. Aqueous saturated sodium bicarbonate solution was added to the reaction liquid, and 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. customA obtained in Example 342
  2. customthe reaction liquid
  3. extractionextracted with chloroform
  4. dry with materialthe organic layer was dried with anhydrous magnesium sulfate
  5. customthe solvent was evaporated away under reduced pressure
  6. customThe resulting residue was purified
  7. 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-0e814fd241db455d930716b42386e730
出典データセット
uspto-grants-2010_06
特許番号
US07728025B2

反応ノート

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