HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 2-(2-Fluorophenyl)-5-nitropyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 2-Bromo-5-nitropyridine | HCID 78240 | — |
| Reactant | 2-Fluorophenylboronic acid | HCID 2734354 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-(2-Fluorophenyl)-5-nitropyridine | HCID 68537775 | — |
Reaction Steps
5 g (24.6 mmol) of 2-bromo-5-nitro-pyridine, 3.79 g (27.1 mmol) of 2-fluoro-phenylboronic acid, 276.5 mg (1.23 mmol) of palladium acetate, 646 mg (2.46 mmol) of triphenylphosphine and 24.6 ml of a 1 M aqueous sodium carbonate solution in 150 ml of toluene and 37 ml of ethanol were heated under reflux for 5 h. After cooling, the mixture concentrated under reduced pressure to half of its volume, poured onto water and extracted with ethyl acetate. The combined organic phases were dried and evaporated. The product was purified by chromatography (silica gel, n-heptane/ethyl acetate 5:1). Yield: 4.2 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08188291B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-229beb32bea84fcba3cbd3db11df6b16 |
| Source note | uspto-grants-2012_05 |