HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperazine → HCID 18001227, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperazine | HCID 4837 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | 3-Bromo-1-(P-toluenesulfonyl)indole | HCID 11210274 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 18001227 | HCID 18001227 | 65% |
Reaction Steps
To a solution of 3-bromo-1-tosylindole (105 mg, 0.3 mmol) and anhydrous piperazine (258 mg, 3.0 mmol) in toluene (4.5 mL) was added palladium acetate (13.4 mg, 0.055 mmol), BINAP (40.3 mg, 0.065 mmol), and cesium carbonate (318 mmol, 0.9 mmol), and the resulting mixture was refluxed for 6 hours. The reaction solution was cooled to room temperature and the precipitated salt was separated by filtration, and the filtrate was concentrated to afford a crude product. The crude product was purified by column chromatography on a silica gel (eluent; ammonia-saturated chloroform) to afford the title compound (69 mg, yield: 65%) as a colorless viscous oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06642228B1 |
| Source dataset | uspto-grants-2003_11 |
| ORD ID | ord-646944f7014c479d831f660f8011add5 |
| Source note | uspto-grants-2003_11 |