反应详情

To a vial containing a solution of 4-fluoro-3-methylbenzenesulfonyl chloride (50 mg, 0.24 mmol) and 2-amino-4,4,4-trifluoro-3-trifluoromethyl-butyric acid ethyl ester (61 mg, 0.24 mmol) in anhydrous dichloroethane (1 mL) was added pyridine (58 μL, 0.719 mmol). The vial was capped and shaken for 18 h. The solvent was removed in vacuo and the residue transferred to a separatory funnel with EtOAc (100 mL) and washed with distilled water (100 mL×2). The organic layer was removed and the combined aqueous washings were extracted with EtOAc (100 mL×2). The organic extracts were combined, washed with brine (100 mL), dried (MgSO4), filtered, and evaporated to give a white solid (66 mg). This material was purified by Gilson RP-HPLC (column YMC Combiprep 50×20 mm, gradient 10-100% CH3CN: H2O) to afford a white solid (29 mg, 28%). Mass Spectrum (−ESI): 424 [M−H]−.

1. customThe vial was capped
2. customThe solvent was removed in vacuo
3. customthe residue transferred to a separatory funnel with EtOAc (100 mL)
4. washwashed with distilled water (100 mL×2)
5. customThe organic layer was removed
6. extractionthe combined aqueous washings were extracted with EtOAc (100 mL×2)
7. washwashed with brine (100 mL)
8. dry with materialdried (MgSO4)
9. filtrationfiltered
10. customevaporated