HuagongsheHuagongshe Chemistry Print Report · For research reference only
P-Toluenesulfonamide → N-[4-[4-(3,4-Dichlorophenoxy)-1-piperidinyl]-1-oxobutyl]-4-methyl-benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | P-Toluenesulfonamide | HCID 6269 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 2-Dimethylaminopyridine | HCID 21885 | — |
| Reactant | 4-(3,4-Dichlorophenoxy)-1-piperidinebutanoic acid hydrochloride | HCID 69420311 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[4-[4-(3,4-Dichlorophenoxy)-1-piperidinyl]-1-oxobutyl]-4-methyl-benzenesulfonamide | HCID 69418750 | 12.8% |
Reaction Steps
4-(3,4-Dichlorophenoxy)-1-piperidinebutanoic acid hydrochloride (0.250 g) was dissolved in dichloromethane (10 mL) containing p-toluenesulfonamide (0.142 g), dimethylaminopyridine (92 mg) and EDCI (0.158 g) were added. The solution was stirred at room temperature for 4 days. The solvent was evaporated. The crude product was dried in vacuo and then purified by HPLC (at column dilution, gradient ammonium acetate/acetonitrile 75% to 5% ;Waters Xterra® column) and to give the title compound (42 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07265227B2 |
| Source dataset | uspto-grants-2007_09 |
| ORD ID | ord-78a1118f2fe149669a35b69e2a69d9a9 |
| Source note | uspto-grants-2007_09 |