反应详情

温度

50 °C

0.215 g of 4-isopropyl-N-[4-((S)-pyrrolidin-3-yl)-phenyl]-benzenesulfonamide (0.0.62 mmol) and 0.16 g of toluene-4-sulfonic acid 3-fluoro-propyl ester (0.69 mmol) were dissolved in 5 ml of dimethylformamide, 0.43 ml of triethylamine added and the reaction stirred for 1 h at 50° C. Additional toluene-4-sulfonic acid 3-fluoro-propyl ester and triethylamine were added to drive the reaction to completion. After stirring at room temperature for 15 h, the solvent was evaporated, the residue re-dissolved in dichloromethane, and the organic layer washed with 1 N aqueous sodium hydroxide. The aqueous phase was extracted twice with dichloromethane, the organic layers combined, dried over magnesium sulfate, filtered and the solvent evaporated. The crude product was purified via silica gel chromatography (chromabond column) using dichloromethane/methanol 0-3%. Fractions containing the product were collected and the solvent evaporated to yield 0.115 g of the desired product.

1. customthe reaction to completion
2. stirringAfter stirring at room temperature for 15 h
3. customthe solvent was evaporated
4. dissolutionthe residue re-dissolved in dichloromethane
5. washthe organic layer washed with 1 N aqueous sodium hydroxide
6. extractionThe aqueous phase was extracted twice with dichloromethane
7. dry with materialdried over magnesium sulfate
8. filtrationfiltered
9. customthe solvent evaporated
10. customThe crude product was purified via silica gel chromatography (chromabond column)
11. additionFractions containing the product
12. customwere collected
13. customthe solvent evaporated