Water → 2-(3-{[(4-Chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}azetidin-1-yl)-1,3-benzothiazole-7-carboxylic acid

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Reaction Steps

Ethyl 2-(3-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}azetidin-1-yl)-1,3-benzothiazole-6-carboxylate obtained in Example (225d) (124 mg, 0.29 mmol) was dissolved in methanol (3 mL). A 2 N aqueous lithium hydroxide solution (1.43 mL, 2.86 mmol) was added, and the mixture was stirred at room temperature for 50 minutes. THF (1.5 mL) was added, followed by further stirring for three 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, followed by extraction with ethyl acetate. The combined organic layers were dried over anhydrous magnesium sulfate and then filtered, and the filtrate was concentrated under reduced pressure. The resulting solid was suspended and washed in diethyl ether to obtain 96 mg of the title compound as a white solid (83%).

Provenance & Evidence