反应详情

温度

25 °C

A solution of 2-(3-chloro-4-methanesulfonyl-phenyl)-N-(5-cyano-pyrazin-2-yl)-3-cyclopentyl-propionamide (400.0 mg, 0.924 mmol) in dimethyl sulfoxide (6 mL) at 25° C. was treated with hydroxylamine hydrochloride (330.0 mg, 4.749 mmol). The reaction mixture was then treated with piperidine (500 μL, 5.056 mmol) and then was stirred at 25° C. for 1 h. The reaction mixture was then diluted with water and then extracted with ethyl acetate. The organic layer was dried over sodium sulfate, filtered, and concentrated in vacuo. Biotage chromatography (FLASH 40L, Silica, 1/1 to 2/1 ethyl acetate/hexanes) afforded the 2-(3-chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-N-[5-(N-hydroxy-carbamimidoyl)-pyrazin-2-yl]-propionamide (274.5 mg, 63.8%) as a white solid: (ES)+-HRMS m/e calcd for C20H24ClN5O4S (M+H)+ 466.1311, found 466.1315.

1. extractionextracted with ethyl acetate
2. dry with materialThe organic layer was dried over sodium sulfate
3. filtrationfiltered
4. concentrationconcentrated in vacuo