HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Iodide → 3-Methyl-4-(3-trifluoromethoxy-phenyl)-piperazin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-Chloro-N-[2-(3-trifluoromethoxy-phenylamino)-ethyl]-propionamide | HCID 66783199 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | 3-Methyl-4-(3-trifluoromethoxy-phenyl)-piperazin-2-one | HCID 66783006 | 66.1% |
Reaction Steps
Sodium iodide (64 mg, 0.43 mmol) and NaHCO3 (86 mg, 1.03 mmol) were added to a solution of 2-chloro-N-[2-(3-trifluoromethoxy-phenylamino)-ethyl]-propionamide (266 mg, 0.86 mmol) in acetone (20 mL). The reaction mixture was heated at reflux for 72 h, then evaporated. The residue was partitioned between EtOAc and water. The organic layer was dried (MgSO4), filtered, and evaporated. Chromatography (SiO2; heptane/EtOAc gradient) afforded the title compound (156 mg, 66%). Yellow oil, MS: 275.1 (M+H)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08138175B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-66d3ae7731f04706afc3609aa0c226d2 |
| Source note | uspto-grants-2012_03 |