反応 #1885055

反応方程式

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

溶媒

DCE

反応条件

後処理

1. 1
   その他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
   抽出extracted with EtOAc (3×)
5. 5
   洗浄The combined organic extracts were washed with saturated aqueous NaHCO3, water, and brine
6. 6
   乾燥dried (Na2SO4)
7. 7
   その他evaporated to dryness
8. 8
   その他The crude product was used without further purification in the next reaction step

実験手順

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.

出典