HuagongsheHuagongshe Chemistry Print Report · For research reference only
Nitrogen → (4-Chloro-3-(4-fluorobenzyl)-2-methoxyquinolin-6-yl)(2,6-dimethylpyridin-3-yl)methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | (4-Chloro-3-(4-fluorobenzyl)-2-methoxyquinolin-6-yl)(2,6-dimethylpyridin-3-yl)methanol | HCID 118006066 | — |
| Catalyst | Manganese dioxide | HCID 14801 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (4-Chloro-3-(4-fluorobenzyl)-2-methoxyquinolin-6-yl)(2,6-dimethylpyridin-3-yl)methanone | HCID 118006456 | — |
Reaction Steps
(4-Chloro-3-(4-fluorobenzyl)-2-methoxyquinolin-6-yl)(2,6-dimethylpyridin-3-yl)methanol (550 mg, 1.26 mmol, Intermediate 48: step a), 1,4-dioxane (6.2 mL) and activated MnO2 (551 mg, 6.34 mmol) were combined in a round-bottom flask and the mixture was refluxed under a positive pressure of N2. After 4 hours, the reaction was allowed to cool to ambient temperature, then filtered through Celite® and rinsed with dichloromethane. The filtrate was washed with water, and the aqueous layer was extracted with additional dichloromethane. The combined organic layers were dried (Na2SO4), filtered, and concentrated to afford the title compound which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09284308B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-d7ded57607ad4d0f8f20de8f855c6560 |
| Source note | uspto-grants-2016_03 |