HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 3-Fluoro-4-(4-nitrophenyl)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Nitrophenylboronic acid | HCID 2773552 | — |
| Reactant | 4-Chloro-3-fluoropyridine | HCID 3852429 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 3-Fluoro-4-(4-nitrophenyl)pyridine | HCID 69081913 | 121.1% |
Reaction Steps
To a stirred suspension of (4-nitrophenyl)boronic acid (1.6 g), 4-chloro-3fluoropyridine (1.11 g), and tetrakis (triphenylphosphine) palladium (462 mg) in 1,2-dimethoxyethane (25 mL) was added 0.8M potassium carbonate aqueous solution (25 mL) and the mixture was refluxed under nitrogen for 20 hours. After cooling, 1,2-dimethoxyethane was removed in vacuo. To the residue was added ethyl acetate, washed with water, dried over magnesium sulfate, and concentrated to afford 3-fluoro-4-(4-nitrophenyl)pyridine (2.23 g) as a brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08211919B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-25b1b8d2d2f44db99655671ef6d616ea |
| Source note | uspto-grants-2012_07 |