تفاعل #72232

معادلة التفاعل

lithium hydroxide

ethyl cis(±)-2-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-ethoxypiperidin-1-yl)-4-[(2-fluoroethyl)carbamoyl]-1,3-thiazole-5-carboxylate

Ethyl cis(±)-2-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-ethoxypiperidin-1-yl)-4-[(2-fluoroethyl)carbamoyl]-1,3-thiazole-5-carboxylate

→

title compound

المردود 41.7%

cis(±)-2-(4-{[(4-Chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-ethoxypiperidin-1-yl)-4-[(2-fluoroethyl)carbamoyl]-1,3-thiazole-5-carboxylic acid

المردود 41.7%

المذيبات

methanol

ظروف التفاعل

المعالجة

1. 1
   تركيزThe reaction solution was concentrated under reduced pressure
2. 2
   workup.ADDITIONa 1 N aqueous hydrochloric acid solution was added to the resulting residue
3. 3
   استخلاصThe aqueous layer was extracted with ethyl acetate
4. 4
   تجفيفThe combined organic layers were dried over anhydrous magnesium sulfate
5. 5
   ترشيحfiltered
6. 6
   تركيزthe filtrate was concentrated under reduced pressure
7. 7
   غسيلwashed in diethyl ether

الإجراء التجريبي

A 2 N aqueous lithium hydroxide solution (1.92 mL, 3.83 mmol) was added to a solution of ethyl cis(±)-2-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-ethoxypiperidin-1-yl)-4-[(2-fluoroethyl)carbamoyl]-1,3-thiazole-5-carboxylate obtained in Example (250a) (209 mg, 0.38 mmol) in methanol (4 mL) at room temperature, followed by stirring for 4.5 hours. The reaction solution was concentrated under reduced pressure, and then a 1 N aqueous hydrochloric acid solution was added to the resulting residue. The aqueous layer was extracted with ethyl acetate. The combined organic layers were dried over anhydrous magnesium sulfate and filtered, and then the filtrate was concentrated under reduced pressure. The resulting solid was suspended and washed in diethyl ether to obtain 82 mg of the title compound as a milk white solid (41%).

المصدر