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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 400500Generated: October 25, 2026

Sodium Carbonate → N-(2,6-difluorophenyl)-3-[(8aS)-hexahydropyrrolo[1,2-a]pyrazin-2(1H)-ylcarbonyl]benzenesulfonamide

https://huagongshe.com/reaction/400500

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantBenzoyl chloride, 3-(chlorosulfonyl)-HCID 77671—
Reactant2,6-DifluoroanilineHCID 79647—
Reactant(6S)-1,4-Diazabicyclo(4.3.0)nonaneHCID 781249—
SolventDichloromethaneHCID 6344—
ProductN-(2,6-difluorophenyl)-3-[(8aS)-hexahydropyrrolo[1,2-a]pyrazin-2(1H)-ylcarbonyl]benzenesulfonamideHCID 46853383—

Reaction Steps

To 3-(chlorosulfonyl)benzoyl chloride (0.474 g, 1.98 mmol) in anhydrous dichloromethane (10 mL) was added (S)-octahydropyrrolo[1,2-a]pyrazine (0.250 g, 1.98 mmol) in dichloromethane (4 mL) slowly over 10 minutes at room temperature. Then sodium carbonate (0.420 g, 3.96 mmol) was added. The mixture was stirred at room temperature for 5 hours. Then 2,6-difluoroaniline (2.56 g, 19.81 mmol) was added. The mixture was stirred at room temperature overnight and then concentrated. The residue was purified by chromatography on silica gel (dichloromethane, then methanol/dichloromethane=1:10) to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08741899B2
Source datasetuspto-grants-2014_06
ORD IDord-7ba525e0068c4cafb6c8ebee64517b7d
Source noteuspto-grants-2014_06