HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → N-(2,6-difluorophenyl)-3-[(8aS)-hexahydropyrrolo[1,2-a]pyrazin-2(1H)-ylcarbonyl]benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Benzoyl chloride, 3-(chlorosulfonyl)- | HCID 77671 | — |
| Reactant | 2,6-Difluoroaniline | HCID 79647 | — |
| Reactant | (6S)-1,4-Diazabicyclo(4.3.0)nonane | HCID 781249 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(2,6-difluorophenyl)-3-[(8aS)-hexahydropyrrolo[1,2-a]pyrazin-2(1H)-ylcarbonyl]benzenesulfonamide | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08741899B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-7ba525e0068c4cafb6c8ebee64517b7d |
| Source note | uspto-grants-2014_06 |