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

HRID 13417

반응식

HRID 13417 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 516892Sodium Bicarbonate용매

반응 조건

온도
120 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-789f003969094e3887548f5c03ce85d9
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07728025B2

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