반응 #71798

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Example ( 56d )

2-[(3S,4R)-4-{[(4-Chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl]-4-methyl-1,3-thiazole-5-carboxylic acid

hydrochloric acid

sodium hydroxide

→

title compound

수율 100.5%

4-Chloro-5-ethyl-N-[(3S,4R)-3-methoxy-1-(5-methyl-1,3-thiazol-2-yl)piperidin-4-yl]-1H-imidazole-2-carboxamide

수율 100.5%

용매

THF

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후처리

1. 1
   추출followed by extraction with ethyl acetate
2. 2
   세척Then, the organic layer was washed with brine
3. 3
   건조dried over anhydrous sodium sulfate
4. 4
   농축concentration under reduced pressure
5. 5
   기타the residue was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate=1/1, ethyl acetate)

실험 절차

2-[(3S,4R)-4-{[(4-Chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl]-4-methyl-1,3-thiazole-5-carboxylic acid obtained by the method described in Example (56d) (15 mg, 0.035 mmol) was dissolved in THF (3 mL). 1 N hydrochloric acid (1 mL) was added, and the mixture was stirred at 60° C. for 40 minutes. A 1 N aqueous sodium hydroxide solution was added to the reaction solution, followed by extraction with ethyl acetate. Then, the organic layer was washed with brine and dried over anhydrous sodium sulfate. Following concentration under reduced pressure, the residue was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate=1/1, ethyl acetate) to obtain 13.5 mg of the title compound as a white solid (100%).

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