Reaction #72079

Reaction equation

Ethyl 6-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-ethyl-1-benzothiophene-2-carboxylate

lithium hydroxide

→

title compound

Yield 87.7%

6-{[(4-Chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-ethyl-1-benzothiophene-2-carboxylic acid

Yield 87.7%

Solvents

THF

methanol

Conditions

Workup

1. 1
   OtherThe organic solvent was evaporated under reduced pressure
2. 2
   FiltrationThe resulting solid was collected by filtration
3. 3
   Washwashed with distilled water and ethyl acetate
4. 4
   Otherdried under reduced pressure at 45° C.

Procedure

Ethyl 6-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-ethyl-1-benzothiophene-2-carboxylate obtained in Example (183f) (49 mg) was dissolved in methanol (2 ml) and THF (2 ml). A 2 N aqueous lithium hydroxide solution (2 ml) was added, and the mixture was stirred at 50° C. for 30 minutes. The organic solvent was evaporated under reduced pressure, followed by neutralization with 1 N hydrochloric acid. The resulting solid was collected by filtration, washed with distilled water and ethyl acetate, and dried under reduced pressure at 45° C. to obtain 40 mg of the title compound as a solid.

Source