HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 4-Chloro-5,7-difluoro-3-methyl-2-(6-(piperidin-1-yl)pyridin-3-yl)quinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-[5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinyl]piperidine | HCID 16414210 | — |
| Reactant | 2,4-Dichloro-5,7-difluoro-3-methylquinoline | HCID 59631040 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-Chloro-5,7-difluoro-3-methyl-2-(6-(piperidin-1-yl)pyridin-3-yl)quinoline | HCID 59631054 | — |
Reaction Steps
The Suzuki coupled product was prepared according to Procedure F using 2,4-dichloro-5,7-difluoro-3-methylquinoline (0.50 g, 2.02 mmol), 6-(piperidin-1-yl)pyridine-3-boronic acid pinacol ester (0.581 g, 2.02 mmol), palladium tetrakistriphenylphosphine (0.23 g, 0.20 mmol), potassium carbonate (0.56 g, 4.03 mmol) in toluene (4 mL) at 100° C. for 18 h to give 4-chloro-5,7-difluoro-3-methyl-2-(6-(piperidin-1-yl)pyridin-3-yl)quinoline as a yellow solid. Mass Spectrum (ESI) m/e=374.0 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08940724B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-0721ff2336a9406a9b158f2ef74ecb3e |
| Source note | uspto-grants-2015_01 |