HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 59631394, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (2-Methoxypyridin-3-yl)boronic acid | HCID 2762709 | — |
| Reactant | 2,4-Dichloro-5,7-difluoro-3-methylquinoline | HCID 59631040 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 59631394 | HCID 59631394 | — |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
To a stirred solution of 2,4-dichloro-5,7-difluoro-3-methylquinoline (1.0 g, 4.03 mmol) in toluene (8.06 mL) was added 2-methoxypyridin-3-ylboronic acid (0.925 g, 6.05 mmol), potassium carbonate (1.67 g, 12.1 mmol) and palladium tetrakistriphenylphosphine (0.466 g, 0.403 mmol). The reaction was stirred at 100° C. and stirring continued for 18 h. The reaction mixture was cooled to rt and concentrated in vacuo. The crude material was purified by column chromatography on silica gel, eluting with (0-50% EtOAc in hexanes) to provide 4-chloro-5,7-difluoro-2-(2-methoxy-3-pyridinyl)-3-methylquinoline as a white solid. Mass Spectrum (ESI) m/e=321.1 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08940724B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-ef727aab7c214be580d8ecaeeadb88e6 |
| Source note | uspto-grants-2015_01 |