Reaktion #317915

Reaktionsgleichung

2-(1H-benzotriazol-1-yl)-1,1,3,3-tetra-methyluronium tetrafluoroborate

[2-(5-chlorothiophen-2-yl)-1H-benzimidazol-5-yl]acetic acid

4-(4-aminophenyl)morpholin-3-one

sodium hydrogencarbonate

→

2-[2-(5-chlorothiophen-2-yl)-1H-benzimidazol-5-yl]-N-[4-(3-oxomorpholin-4-yl)phenyl]acetamide

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Filtrationthe resultant precipitate is filtered off
2. 2
   Waschenwashed with water
3. 3
   Sonstigedried

Vorschrift

3.3 139 mg (0.445 mmol) of 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetra-methyluronium tetrafluoroborate (TBTU) are added to a solution of 100 mg (0.342 mmol) of [2-(5-chlorothiophen-2-yl)-1H-benzimidazol-5-yl]acetic acid and 65.7 mg (0.342 mmol) of 4-(4-aminophenyl)morpholin-3-one in 2 ml of dimethylformamide (DMF), and the mixture is stirred at room temperature for 18 hours. Saturated aqueous sodium hydrogencarbonate solution is added to the reaction mixture, and the resultant precipitate is filtered off, washed with water and dried, giving 2-[2-(5-chlorothiophen-2-yl)-1H-benzimidazol-5-yl]-N-[4-(3-oxomorpholin-4-yl)phenyl]acetamide as a brownish solid; ESI 467.

Quelle