HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Pyridinemethanamine → 7-(3,5-dimethyl-4-isoxazolyl)-6-(methyloxy)-3-nitro-N-(2-pyridinylmethyl)-4-quinolinamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Pyridinemethanamine | HCID 19509 | — |
| Reactant | 4-(4-Chloro-6-methoxy-3-nitroquinolin-7-yl)-3,5-dimethylisoxazole | HCID 57465580 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 7-(3,5-dimethyl-4-isoxazolyl)-6-(methyloxy)-3-nitro-N-(2-pyridinylmethyl)-4-quinolinamine | HCID 67207628 | 105.7% |
Reaction Steps
A mixture of 4-chloro-7-(3,5-dimethyl-4-isoxazolyl)-6-(methyloxy)-3-nitroquinoline (1.5 g, 3.5 mmol) and 2-(aminomethyl)pyridine (1.46 g, 13.5 mmol) in dioxan (10 ml) was stirred at room temperature for 2 h. The reaction mixture was cooled and the solvent was evaporated. The residue was chromatographed [50-100% ethyl acetate/cyclohexane] to give the title compound as a yellow solid (1.5 g, 3.70 mmol, 82% yield). LCMS (formate) Rt 0.86 min, MH+ 406.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846709B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-dbcb95c0d0874795a5fe863a89bf67f0 |
| Source note | uspto-grants-2014_09 |