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

HRID 13360노트

반응식

HRID 13360 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-0e814fd241db455d930716b42386e730
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07728025B2

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