反应 #1885055

反应方程式

water

chlorosulfonic acid

(3′S)-3-(3,5-dichlorophenyl)-1′-(3,5-difluorophenyl)-1,3′-bipyrrolidin-2′-one

chlorosulfonic acid

→

4-[(3′S)-3-(3,5-Dichlorophenyl)-2′-oxo-1,3′-bipyrrolidin-1′-yl]-2,6-difluorobenzene-1-sulfonyl chloride

溶剂

DCE

反应条件

后处理

1. 1
   其他Synthesized
2. 2
   workup.STIRRINGthe reaction mixture stirred at this temperature for 2 hours
3. 3
   workup.STIRRINGthe reaction mixture was stirred at 50° C. for 2 hours
4. 4
   萃取extracted with EtOAc (3×)
5. 5
   洗涤The combined organic extracts were washed with saturated aqueous NaHCO3, water, and brine
6. 6
   干燥dried (Na2SO4)
7. 7
   其他evaporated to dryness
8. 8
   其他The crude product was used without further purification in the next reaction step

实验过程

Synthesized according to General Procedure 11. To a solution of (3′S)-3-(3,5-dichlorophenyl)-1′-(3,5-difluorophenyl)-1,3′-bipyrrolidin-2′-one (50 mg, 0.12 mmol) in DCE (0.4 mL) at 0° C. was added chlorosulfonic acid (71 mg, 40 μL, 0.61 mmol) dropwise and the reaction mixture stirred from 0° C. to RT over 1 hour, the temperature was raised to 50° C. and the reaction mixture stirred at this temperature for 2 hours. More chlorosulfonic acid was added (71 mg, 40 μL, 0.61 mmol) and the reaction mixture was stirred at 50° C. for 2 hours. The reaction mixture was poured into water and extracted with EtOAc (3×). The combined organic extracts were washed with saturated aqueous NaHCO3, water, and brine, dried (Na2SO4) and evaporated to dryness. The crude product was used without further purification in the next reaction step. (LC/MS (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)), m/z: M+1 obs=411.3; tR=1.46 min.

来源