Реакция #71836

Уравнение реакции

Ethyl cis(±)-2-{3-(benzyloxy)-4-[(1H-imidazol-2-ylcarbonyl)amino]piperidin-1-yl}-1,3-thiazole-5-carboxylate

lithium hydroxide

→

title compound

Выход 66.0%

cis(±)-2-{3-(Benzyloxy)-4-[(1H-imidazol-2-ylcarbonyl)amino]piperidin-1-yl}-1,3-thiazole-5-carboxylic acid

Выход 66.0%

Растворители

dichloromethane

methanol

Условия реакции

Обработка

1. 1
   ДругоеThe organic solvent was evaporated under reduced pressure, and 1 N hydrochloric acid
2. 2
   workup.ADDITIONwas added until the pH of the solution
3. 3
   ДругоеPurification
4. 4
   Промывкаby reverse phase chromatography (elution solvent: acetonitrile/water=1/1, 4/1)

Методика

Ethyl cis(±)-2-{3-(benzyloxy)-4-[(1H-imidazol-2-ylcarbonyl)amino]piperidin-1-yl}-1,3-thiazole-5-carboxylate obtained in Example (90f) (0.25 g, 0.55 mmol) was dissolved in methanol (5 mL) and dichloromethane (1 mL). A 2 N aqueous lithium hydroxide solution (5 mL, 10 mmol) was added, and the mixture was stirred at 70° C. for 20 minutes. The organic solvent was evaporated under reduced pressure, and 1 N hydrochloric acid was added until the pH of the solution was about 4. Purification by reverse phase chromatography (elution solvent: acetonitrile/water=1/1, 4/1) gave 0.15 g of the title compound as a white solid (66%).

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