HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 59631246, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-tert-Butylphenylboronic acid | HCID 2734320 | — |
| Reactant | 2,4-Dichloro-5,7-difluoro-3-methylquinoline | HCID 59631040 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 59631246 | HCID 59631246 | — |
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 4-tert-butylphenylboronic acid (1.08 g, 6.05 mmol), potassium carbonate (1.67 g, 12.10 mmol) and palladium tetrakistriphenylphosphine (0.47 g, 0.40 mmol). The reaction was stirred at 100° C. and stirring continued for 19 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-3-methyl-2-(4-(2-methyl-2-propanyl)phenyl)quinoline as a yellow oil. Mass Spectrum (ESI) m/e=346.1 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08940724B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-c49962c17158416da62fc863e540322e |
| Source note | uspto-grants-2015_01 |