(Bis(2-methoxyethyl)amino)sulfur trifluoride → 6-(1-Acetyl-4,5-dihydro-1H-pyrrol-2-yl)-5-(4-(methanesulfonyl)phenoxy)-2-pyridin-2-yl-1H-benzimidazole

HRID 13389

Reaktionsgleichung

Reaktionsgleichung von HRID 13389
COCCN(S(F)(F)F)CCOC.[C:14]([N:17]1[CH2:21][CH2:20][CH:19](O)[CH:18]1[C:23]1[C:24]([O:38][C:39]2[CH:44]=[CH:43][C:42]([S:45]([CH3:48])(=[O:47])=[O:46])=[CH:41][CH:40]=2)=[CH:25][C:26]2[N:30]=[C:29]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][N:32]=3)[NH:28][C:27]=2[CH:37]=1)(=[O:16])[CH3:15]>C(Cl)(Cl)Cl>[C:14]([N:17]1[CH2:21][CH2:20][CH:19]=[C:18]1[C:23]1[C:24]([O:38][C:39]2[CH:40]=[CH:41][C:42]([S:45]([CH3:48])(=[O:46])=[O:47])=[CH:43][CH:44]=2)=[CH:25][C:26]2[N:30]=[C:29]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][N:32]=3)[NH:28][C:27]=2[CH:37]=1)(=[O:16])[CH3:15]

Komponenten

4

Edukt 2

HCID 2734690(Bis(2-methoxyethyl)amino)sulfur trifluorideHCID 231451281-Acetyl-2-(5-(4-(methanesulfonyl)phenoxy)-2-pyridin-2-yl-1H-benzimidazol-6-yl)pyrrolidin-3-ol

Produkt 1

HCID 231453836-(1-Acetyl-4,5-dihydro-1H-pyrrol-2-yl)-5-(4-(methanesulfonyl)phenoxy)-2-pyridin-2-yl-1H-benzimidazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

2 mg of bis(2-methoxyethyl)aminosulfur trifluoride was added to a chloroform (1 ml) solution of 2 mg of 1-acetyl-2-(5-(4-(methanesulfonyl)phenoxy)-2-pyridin-2-yl-1H-benzimidazol-6-yl)pyrrolidin-3-ol diastereomer A obtained in Example 469, and the reaction liquid was stirred at room temperature for 15 minutes. The solvent was evaporated away under reduced pressure, and the resulting residue was purified through partitioning thin-layer chromatography (Kieselgel™ 60F254, Art 5744 (by Merck), chloroform/methanol=15/1) to obtain the entitled compound as a colorless oily substance.

Aufarbeitung

  1. customA obtained in Example 469
  2. customthe reaction liquid
  3. customThe solvent was evaporated away under reduced pressure
  4. customthe resulting residue was purified
  5. customthrough partitioning thin-layer chromatography (Kieselgel™ 60F254, Art 5744 (by Merck), chloroform/methanol=15/1)
  6. customto obtain the entitled compound as a colorless oily substance

Quellen und Nachweise

ORD-Eintrag
ord-7826d805fa88468484e7350b593a91a7
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07728025B2

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