Triethylamine → 5-(4-Fluoro-phenoxy)-6-(1-methanesulfonyl-pyrrolidin-2-yl)-2-pyridin-2-yl-1H-benzimidazole

HRID 13280

Reaktionsgleichung

Reaktionsgleichung von HRID 13280
C(N(CC)CC)C.[CH3:8][S:9](Cl)(=[O:11])=[O:10].[F:13][C:14]1[CH:40]=[CH:39][C:17]([O:18][C:19]2[C:33]([CH:34]3[CH2:38][CH2:37][CH2:36][NH:35]3)=[CH:32][C:22]3[NH:23][C:24]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][N:27]=4)=[N:25][C:21]=3[CH:20]=2)=[CH:16][CH:15]=1>C(OCC)(=O)C>[F:13][C:14]1[CH:15]=[CH:16][C:17]([O:18][C:19]2[C:33]([CH:34]3[CH2:38][CH2:37][CH2:36][N:35]3[S:9]([CH3:8])(=[O:11])=[O:10])=[CH:32][C:22]3[NH:23][C:24]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][N:27]=4)=[N:25][C:21]=3[CH:20]=2)=[CH:39][CH:40]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 231455755-(4-fluoro-phenoxy)-2-pyridin-2-yl-6-pyrrolidin-2-yl-1H-benzimidazole

Produkt 1

HCID 231455565-(4-Fluoro-phenoxy)-6-(1-methanesulfonyl-pyrrolidin-2-yl)-2-pyridin-2-yl-1H-benzimidazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

0.01 ml of triethylamine and 0.005 ml of methanesulfonyl chloride were added in order to an ethyl acetate (1 ml) solution of 20 mg of 5-(4-fluoro-phenoxy)-2-pyridin-2-yl-6-pyrrolidin-2-yl-1H-benzimidazole obtained in Example 168, and the reaction liquid was stirred overnight at room temperature. The reaction 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=10/1) to obtain the entitled compound as a white solid.

Aufarbeitung

  1. customthe reaction liquid
  2. customThe reaction solvent was evaporated away under reduced pressure
  3. customthe resulting residue was purified
  4. customthrough partitioning thin-layer chromatography (Kieselgel™ 60F254, Art 5744 (by Merck), chloroform/methanol=10/1)

Quellen und Nachweise

ORD-Eintrag
ord-723885e8e8d842f0956be8a09d9fef6e
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07728025B2

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