HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → {4-[6-(Methylphenethylamino)pyridazin-3-YL]piperazin-1-YL}-(2-trifluoromethylphenyl)methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | N-Methylbenzeneethanamine | HCID 11503 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 86024941 | HCID 86024941 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | {4-[6-(Methylphenethylamino)pyridazin-3-YL]piperazin-1-YL}-(2-trifluoromethylphenyl)methanone | HCID 11167288 | 11% |
Reaction Steps
A mixture of [4-(6-chloropyridazin-3-yl)piperazin-1-yl]-(2-trifluoromethylphenyl)-methanone (0.072 g, 0.194 mmol), N-methyl-2-phenylethylamine (0.052 g, 0.388 mmol), ammonium chloride (0.01 g, 0.194 mmol) in n-butanol (4 mL) was refluxed for 48 hours. The reaction mixture was cooled to room temperature, then added 10% potassium carbonate solution, and extracted with ethyl acetate. The organic extract was dried over anhydrous Na2SO4, and then concentrated in vacuo. The residue was purified by column chromatography to yield the title compound as a white solid (10 mg, 11% yield). 1H NMR (400 MHz, CDCl3) δ 7.73, 7.61-7.64, 7.53-7.56, 7.36, 7.26-7.29, 7.19-7.21, 6.91, 6.75, 3.95, 3.75, 3.30-3.50, 0.92. MS (ES+) m/z 470.3 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07514436B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-d6b99b6d35e9492a89c3163b86eaeb8f |
| Source note | uspto-grants-2009_04 |