Reaction #155373

Reaction equation

sodium hydroxide

3-({2-[(4-Cyano-phenylamino)-methyl]-1-methyl-1H-benzoimidazole-5-carbonyl}-pyridin-2-yl-amino)-propionic acid ethyl ester

→

3-({2-[(4-Cyano-phenylamino)-methyl]-1-methyl-1H-benzoimidazole-5-carbonyl}-pyridin-2-yl-amino)-propionic acid

Solvents

ethanol

water

Conditions

Workup

1. 1
   workup.DISTILLATIONca. 350 mL ethanol were distilled off
2. 2
   workup.ADDITIONca. 100 mL water was added
3. 3
   workup.ADDITIONThen diethylether (50 mL) was added
4. 4
   workup.STIRRINGthe mixture stirred over night
5. 5
   OtherThe product was isolated by filtration
6. 6
   Otherused without further purification

Procedure

To a solution of sodium hydroxide (50.0 mmol) in 500 mL ethanol and 50 mL water was added 3-({2-[(4-Cyano-phenylamino)-methyl]-1-methyl-1H-benzoimidazole-5-carbonyl}-pyridin-2-yl-amino)-propionic acid ethyl ester (41.4 mmol). The mixture was stirred at room temperature for three hours, then ca. 350 mL ethanol were distilled off, ca. 100 mL water was added and the pH was adjusted to 6. Then diethylether (50 mL) was added and the mixture stirred over night. The product was isolated by filtration and used without further purification.

Source