反応 #72159

反応方程式

lithium hydroxide

ethyl 4-n-butyl-2-(3-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl)]amino}azetidin-1-yl-1,3-thiazole-5-carboxylate

4-n-Butyl-2-(3-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}azetidin-1-yl)-1,3-thiazole-5-carboxylic acid

Water

→

title compound

収率 57.0%

2-(3-{[(4-Chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}azetidin-1-yl)-4-n-propyl-1,3-thiazole-5-carboxylic acid

収率 57.0%

溶媒

methanol THF

反応条件

後処理

1. 1
   洗浄the mixture was washed with ethyl acetate
2. 2
   workup.ADDITIONA 1 N aqueous hydrochloric acid solution (2.5 mL) was added to the aqueous layer
3. 3
   ろ過The precipitated solid was collected by filtration

実験手順

A 2 N aqueous lithium hydroxide solution (1.53 mL, 3.07 mmol) was added to a mixed solution of ethyl 4-n-butyl-2-(3-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl)]amino}azetidin-1-yl-1,3-thiazole-5-carboxylate obtained in Example (220d) (214 mg, 0.50 mmol) in methanol/THF (3 mL/0.5 mL) at room temperature, followed by stirring for 18 hours. Water was added to the reaction solution, and then the mixture was washed with ethyl acetate. A 1 N aqueous hydrochloric acid solution (2.5 mL) was added to the aqueous layer. The precipitated solid was collected by filtration to obtain 72 mg of the title compound as a white solid (57%).

出典