HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 67285562, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | (5-Fluoropyridin-3-yl)boronic acid | HCID 44717403 | — |
| Reactant | 2,4-Dichloro-5,7-difluoro-3-methylquinoline | HCID 59631040 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67285562 | HCID 67285562 | — |
Reaction Steps
Prepared according to procedure F by stirring 2,4-dichloro-5,7-difluoro-3-methylquinoline (1 g, 4.03 mmol), 5-fluoropyridine-3-boronic acid (0.568 g, 4.03 mmol), PdCl2(PPh3)2 (0.283 g, 0.403 mmol), sodium carbonate (0.505 mL, 12.09 mmol), 1,4-dioxane (5 mL), and water (1.25 mL) at 95° C. for 3 h. Trituration of the crude product with DCM afforded 4-chloro-5,7-difluoro-2-(5-fluoropyridin-3-yl)-3-methylquinoline. Mass Spectrum (ESI) m/e=309.0 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765940B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-4fd25d3ddeac4473823581634ca1c8c7 |
| Source note | uspto-grants-2014_07 |