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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1507099Erstellt: 27. Oktober 2026

Potassium Phosphate, Tribasic → 5-Nitro-2-phenylpyridine

https://huagongshe.com/reaction/1507099

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium Phosphate, TribasicHCID 62657—
EduktPhenylboronic AcidHCID 66827—
Edukt2-Bromo-5-nitropyridineHCID 78240—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelWaterHCID 962—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt5-Nitro-2-phenylpyridineHCID 276287385,2%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09221793B2
Quelldatensatzuspto-grants-2015_12
ORD IDord-56546c3df6e249e6a32be0bb6059e6bc
Quellennotizuspto-grants-2015_12