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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1425343Generated: November 3, 2026

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

https://huagongshe.com/reaction/1425343

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantLithium HydroxideHCID 3939—
ReactantEthyl 2-(3-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}azetidin-1-yl)-1,3-thiazole-5-carboxylateHCID 67548970—
SolventMethanolHCID 887—
Product2-(3-{[(4-Chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}azetidin-1-yl)-1,3-thiazole-5-carboxylic acidHCID 5961542153%

Reaction Steps

Ethyl 2-(3-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}azetidin-1-yl)-1,3-thiazole-5-carboxylate obtained in Example (217c) (65 mg, 0.17 mmol) was dissolved in methanol (2 mL). A 2 N aqueous lithium hydroxide solution (0.85 mL, 1.69 mmol) was added, and the mixture was stirred at room temperature for 29 hours. Water was added to the reaction solution, and then the mixture was washed with ethyl acetate. A 1 N aqueous hydrochloric acid solution (1 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 32 mg of the title compound as a white solid (53%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927588B2
Source datasetuspto-grants-2015_01
ORD IDord-97cfe524bf6f4a2293e08074af9317ac
Source noteuspto-grants-2015_01