HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 43875Generated: October 29, 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/43875
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Ethyl 2-(3-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}azetidin-1-yl)-1,3-thiazole-5-carboxylate | HCID 67548970 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-(3-{[(4-Chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}azetidin-1-yl)-1,3-thiazole-5-carboxylic acid | HCID 59615421 | 53% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08536197B2 |
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| Source dataset | uspto-grants-2013_09 |
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| ORD ID | ord-9958119f7d164c4bac6d64f79f43e88f |
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| Source note | uspto-grants-2013_09 |
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