HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → tert-Butyl 4-(3-((6-chloro-2-naphthyl)sulfonyl)propanoyl)-3-(2-ethoxy-2-oxoethyl)piperazine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 3-(6-Chloro-2-naphthyl)sulfonylpropionic acid | HCID 11197304 | — |
| Reactant | tert-Butyl 3-(2-ethoxy-2-oxoethyl)piperazine-1-carboxylate | HCID 16114865 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | tert-Butyl 4-(3-((6-chloro-2-naphthyl)sulfonyl)propanoyl)-3-(2-ethoxy-2-oxoethyl)piperazine-1-carboxylate | HCID 23130960 | 60.2% |
Reaction Steps
tert-Butyl 3-(2-ethoxy-2-oxoethyl)piperazine-1-carboxylate (0.9 g) was dissolved in dichloromethane (20 mL), and triethylamine (0.92 mL) was added thereto. With ice cooling, 3-((6-chloro-2-naphthyl)sulfonyl)propionic acid (1.0 g), HOBt (0.55 g) and WSC (0.65 g) were added thereto, and the mixture was mixed at room temperature for 16 hours. The reaction solution was basified with an aqueous potassium carbonate solution, then extracted with chloroform, and the extract was dried over anhydrous magnesium sulfate. The solvent was distilled off to give the title compound (1.1 g) as a pale brown oily matter.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07534887B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-5ca0fc94541246eca32edbf048bd455c |
| Source note | uspto-grants-2009_05 |