HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorosuccinimide → N-(4-(5-chloro-2-(((3,3-diphenylpropyl)(1-methylethyl)carbamoyl)amino)-1,3-thiazol-4-yl)phenyl)methanesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | 1-(3,3-Diphenylpropyl)-1-isopropyl-3-(4-(4-(methylsulfonamido)phenyl)thiazol-2-yl)urea | HCID 25174481 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(4-(5-chloro-2-(((3,3-diphenylpropyl)(1-methylethyl)carbamoyl)amino)-1,3-thiazol-4-yl)phenyl)methanesulfonamide | HCID 25175474 | — |
Reaction Steps
To a solution of 1-(3,3-diphenylpropyl)-1-isopropyl-3-(4-(4-(methylsulfonamido)phenyl)thiazol-2-yl)urea (0.101 g, 0.18 mmol) in DMF (1 mL) at room temperature was added 1-chloropyrrolidine-2,5-dione (0.035 g, 0.26 mmol). The reaction mixture was stirred at room temperature for 2 d. Direct purification by flash column chromatography on silica gel (eluted with 20% to 60% EtOAc in hexanes) gave N-(4-(5-chloro-2-(((3,3-diphenylpropyl)(1-methylethyl)carbamoyl)amino)-1,3-thiazol-4-yl)phenyl)methanesulfonamide 69. Mass spectrum, calculated for C29H31ClN4O3S2 582.2; found 583.1 (M++1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08324396B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-69688ed3da4c4233b0449b5e4213df31 |
| Source note | uspto-grants-2012_12 |