Reacción #72206

Ecuación de reacción

Ethyl 2-[(3S)-3-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}pyrrolidin-1-yl)-4-methyl-1,3-thiazole-5-carboxylate

lithium hydroxide

Water

→

title compound

Rendimiento 77.7%

2-[(3S)-3-{[(4-Chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}pyrrolidin-1-yl)-4-methyl-1,3-thiazole-5-carboxylic acid

Rendimiento 77.7%

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadothe mixture was washed with ethyl acetate
2. 2
   workup.ADDITIONA 1 N aqueous hydrochloric acid solution (5 mL) was added to the aqueous layer
3. 3
   FiltraciónThe precipitated solid was collected by filtration
4. 4
   Lavadowashed with water and ethyl acetate

Procedimiento

Ethyl 2-[(3S)-3-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}pyrrolidin-1-yl)-4-methyl-1,3-thiazole-5-carboxylate obtained in Example (237b) (215 mg, 0.52 mmol) was dissolved in methanol (5 mL). A 2 N aqueous lithium hydroxide solution (2.61 mL, 5.22 mmol) was added, and the mixture was stirred at 40° C. for two hours. Water was added to the reaction solution, and then the mixture was washed with ethyl acetate. A 1 N aqueous hydrochloric acid solution (5 mL) was added to the aqueous layer. The precipitated solid was collected by filtration and washed with water and ethyl acetate to obtain 155 mg of the title compound as a white solid (77%).

Fuente