Réaction #71798

Équation de réaction

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

Rendement 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

Rendement 100.5%

Solvants

THF

Conditions de réaction

Traitement

1. 1
   Extractionfollowed by extraction with ethyl acetate
2. 2
   LavageThen, the organic layer was washed with brine
3. 3
   Séchagedried over anhydrous sodium sulfate
4. 4
   Concentrationconcentration under reduced pressure
5. 5
   Autrethe residue was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate=1/1, ethyl acetate)

Mode opératoire

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%).

Source