2-(Methylthio)benzimidazole → 1-{[2-(methylthio)-1H-benzimidazol-1-yl]methyl}-4-propylpyrrolidin-2-one

HRID 1295817

Reaktionsgleichung

Reaktionsgleichung von HRID 1295817
C(N(CC)C(=O)O[CH2:6][N:7]1[CH2:11][CH:10]([CH2:12][CH2:13][CH3:14])[CH2:9][C:8]1=[O:15])C.[CH3:19][S:20][C:21]1[NH:22][C:23]2[CH:29]=[CH:28][CH:27]=[CH:26][C:24]=2[N:25]=1>C(#N)C>[CH3:19][S:20][C:21]1[N:22]([CH2:6][N:7]2[CH2:11][CH:10]([CH2:12][CH2:13][CH3:14])[CH2:9][C:8]2=[O:15])[C:23]2[CH:29]=[CH:28][CH:27]=[CH:26][C:24]=2[N:25]=1

Komponenten

4

Edukt 2

HCID 235392-(Methylthio)benzimidazoleHCID 11448237(2-Oxo-4-propylpyrrolidin-1-yl)methyl diethylcarbamate

Produkt 1

HCID 111508421-{[2-(methylthio)-1H-benzimidazol-1-yl]methyl}-4-propylpyrrolidin-2-oneAusbeute 40,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A solution of (2-oxo-4-propylpyrrolidin-1-yl)methyl diethylcarbamate a26 (1 eq, 3.18 mmol, 0.5 g) and 2-(methylthio)-benzimidazole (1.25 eq, 3.90 mmol, 0.64 g) in acetonitrile (4 ml) was heated under reflux for 42 h. The solvent was evaporated under reduce pressure and purification by preparative chromatography on reverse phase afforded 390 mg of 1-{[2-(methylthio)-1H-benzimidazol-1-yl]methyl}-4-propylpyrrolidin-2-one 90 (HPLC purity (U.V.): 85%; Yield: 40.3%).

Aufarbeitung

  1. temperatureunder reflux for 42 h
  2. customThe solvent was evaporated
  3. custompressure and purification by preparative chromatography on reverse phase

Quellen und Nachweise

ORD-Eintrag
ord-ec4a7afc21ab4e00a3bd9ec8f4ba32d4
Quelldatensatz
uspto-grants-2007_07
Patentnummer
US07244747B2

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