HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Propanesulfonyl chloride → N-(propylsulfonyl)-N-(2,4,5-trifluoro-3-(3-morpholinoquinoxaline-6-carbonyl)phenyl)propane-1-sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Propanesulfonyl chloride | HCID 66279 | — |
| Reactant | (3-Amino-2,5,6-trifluorophenyl)(3-morpholinoquinoxalin-6-yl)methanone | HCID 86677175 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(propylsulfonyl)-N-(2,4,5-trifluoro-3-(3-morpholinoquinoxaline-6-carbonyl)phenyl)propane-1-sulfonamide | HCID 86677176 | 68.3% |
Reaction Steps
To a solution of (3-amino-2,5,6-trifluorophenyl)(3-morpholinoquinoxalin-6-yl)methanone (40 mg, 0.1 mmol, 1.0 eq.) in DCM (10 mL) was added TEA (101 mg, 1 mol, 10 eq.) and propane-1-sulfonyl chloride (0.5 mL, 0.5 mmol, 5.0 eq.). The resulting mixture was stirred at rt for 1 h, then washed with water and extracted with DCM (10 mL×3). The combined organic layers were dried over Na2SO4, filtered and concentrated. The resulting residue was purified by flash column chromatography (PE/EA=2/1, v/v) to afford N-(propylsulfonyl)-N-(2,4,5-trifluoro-3-(3-morpholinoquinoxaline-6-carbonyl)phenyl)propane-1-sulfonamide (41 mg, 62.2%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09295671B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-0219bf208a634c4bb6204c065685afc5 |
| Source note | uspto-grants-2016_03 |