반응 #2348669

반응 방정식

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

용매

DCE

반응 조건

후처리

1. 1
   기타Synthesized
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
   추출extracted with EtOAc (3×)
5. 5
   세척The combined organic extracts were washed with saturated aqueous NaHCO3, water, and brine
6. 6
   건조dried (Na2SO4)
7. 7
   기타evaporated to dryness
8. 8
   기타The crude product was used without further purification in the next reaction step

실험 절차

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.

출처