HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → N-{2-[4-(5-Isopropyl-[1,3,4]thiadiazol-2-ylsulfamoyl)-phenyl]-ethyl}-2-methoxy-4-trifluoromethyl-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733286 | — |
| Reactant | 2-Methoxy-4-(trifluoromethyl)benzoic acid | HCID 3690873 | — |
| Reactant | 4-(2-Amino-ethyl)-N-(5-isopropyl-[1,3,4]thiadiazol-2-yl)-benzenesulfonamide hydrochloride | HCID 68782032 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-{2-[4-(5-Isopropyl-[1,3,4]thiadiazol-2-ylsulfamoyl)-phenyl]-ethyl}-2-methoxy-4-trifluoromethyl-benzamide | HCID 16118088 | 57.8% |
Reaction Steps
6.53 g 4-(2-Amino-ethyl)-N-(5-isopropyl-[1,3,4]thiadiazol-2-yl)-benzene sulfonamide hydrochloride were dissolved in 150 ml dimethylformamide. 8.54 ml N,N-diisopropylethylamine, 3.6 g 2-methoxy-4-(trifluoromethyl)benzoic acid and 6.44 g O-((Ethoxycarbonyl)cyanomethyleneamino)-N,N,N′,N′-tetramethyluronium tetrafluoroborate were added. The reaction mixture was stirred at room temperature overnight. The solvent was removed in vacuo and the resulting residue was purified by RP-HPLC to obtain 5.0 g N-{2-[4-(5-Isopropyl-[1,3,4]thiadiazol-2-ylsulfamoyl)-phenyl]-ethyl}-2-methoxy-4-trifluoromethyl-benzamide as white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07858647B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-c6c524a9f23b46dbbfd1c257cfd52a13 |
| Source note | uspto-grants-2010_12 |