HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-(Tert-butoxycarbonyl)-4-[2-(4-chlorophenyl)ethynesulfonyl]piperazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Chloro-1-methylpyridinium iodide | HCID 167069 | — |
| Reactant | 1-(tert-Butoxycarbonyl)-4-(4-chlorobenzoylmethanesulfonyl)piperazine | HCID 22628203 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(Tert-butoxycarbonyl)-4-[2-(4-chlorophenyl)ethynesulfonyl]piperazine | HCID 22628062 | 85.2% |
Reaction Steps
To a solution of 1-(tert-butoxycarbonyl)-4-(4-chlorobenzoylmethanesulfonyl)piperazine (640 mg) and 2-chloro-1-methylpyridinium iodide (650 mg) in dichloromethane (8 ml) was added dropwise triethylamine (4 ml) at 0° C., and the mixture was stirred at room temperature for 24 hours. The reaction solution was concentrated and purified with silica gel column chromatography (hexane/ethyl acetate=2/1) to give a colorless solid of 1-(tert-butoxycarbonyl)-4-[2-(4-chlorophenyl)ethynesulfonyl]piperazine (521 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06359134B1 |
| Source dataset | uspto-grants-2002_03 |
| ORD ID | ord-84264b35882840db9a9b27b6847ce0f4 |
| Source note | uspto-grants-2002_03 |