反应详情

温度

0 °C

tert-Butyl 4-((4-bromophenethyl)(4-sulfamoylbenzyl)amino)piperidine-1-carboxylate (see Example 15, step 1) was dissolved in anhydrous THF (5 mL/mmol) under atmosphere of argon and the solution was cooled to 0° C. Sodium hydride (2 equiv) was then added in one portion and after 10 minutes acetyl chloride (2 equiv) was added dropwise by syringe over 10 minutes. The cooling batch was removed and the reaction mixture was allowed to stir for two days after which time the starting material could no longer be detected. The reaction mixture was then diluted with EtOAc (12 mL/mmol of starting material), washed with 1 M NaOH (2×), water (2×) and brine (2×) and dried over anhydrous MgSO4. After filtration of the drying agent the solvent was stripped off and the crude product was purified by column chromatography (yield 65%).

1. additionwas added dropwise by syringe over 10 minutes
2. customThe cooling batch was removed
3. additionThe reaction mixture was then diluted with EtOAc (12 mL/mmol of starting material)
4. washwashed with 1 M NaOH (2×), water (2×) and brine (2×)
5. dry with materialdried over anhydrous MgSO4
6. filtrationAfter filtration of the drying agent the solvent
7. customthe crude product was purified by column chromatography (yield 65%)