Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Bromopyridine | HCID 7973 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Phenyl dihydrogen orthoborate | HCID 78412 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Catalyst | Cy-vBRIDP | HCID 12010824 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-Phenylpyridine | HCID 13887 | 85.1% |
Reaction Steps
Into a reactor were introduced 0.79 g (5.0 mmol) of 2-bromo-pyridine, 0.73 g (6.0 mmol) of phenylboric acid, 1.38 g (10.0 mmol) of potassium carbonate, 11.2 mg (0.05 mmol) of palladium acetate, 39.1 mg (0.1 mmol) of the 1,1-diphenyl-2-(dicyclohexylphosphine)propene obtained in Example 2, 5.0 ml of water, and 15.0 ml of toluene under a nitrogen atmosphere. The resultant reaction mixture was stirred at 80° C. for 4 hours and then cooled. Thereafter, the solvent was removed under pressure. The concentrate was purified by column clromatography to obtain 0.66 g (85%) of 2-phenylpyridine as the target compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06455720B1 |
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| Source dataset | uspto-grants-2002_09 |
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| ORD ID | ord-56c4cab6ce9e45f28b502ce006f5b393 |
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| Source note | uspto-grants-2002_09 |
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