HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Potassium Phosphate, Tribasic → 5-Nitro-2-phenylpyridine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Edukt | Phenylboronic Acid | HCID 66827 | — |
| Edukt | 2-Bromo-5-nitropyridine | HCID 78240 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | 5-Nitro-2-phenylpyridine | HCID 2762873 | 85,2% |
Reaktionsschritte
To a solution of 2-bromo-5-nitropyridine (LXXI) (302 mg, 1.49 mmol) in a mixture of dioxane (14 mL) and water (3 mL) was added phenylboronic acid (LXXII) (199 mg, 1.64 mmol), Pd(PPh3)4 (86 mg, 0.74 mmol) and K3PO4 (473 mg, 2.23 mmol). The reaction was microwaved at 95° C. for 1 h. The reaction was cooled and the organic phase was separated, dried over MgSO4 and evaporated under vacuum. The residue was purified by silica gel column chromatography (100% hexane→5:95 EtOAc:hexane) to give 5-nitro-2-phenylpyridine (LXXIII) as off-white needles (254 mg, 1.27 mmol, 85% yield). ESIMS found for C11H8N2O2 m/z 200.9 (M+H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09221793B2 |
| Quelldatensatz | uspto-grants-2015_12 |
| ORD ID | ord-56546c3df6e249e6a32be0bb6059e6bc |
| Quellennotiz | uspto-grants-2015_12 |