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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 41978Erstellt: 23. Oktober 2026

Dichloromethane → 3-Methyl-5-nitro-2-phenylpyridine

https://huagongshe.com/de/reaction/41978

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDichloromethaneHCID 6344—
EduktCesium carbonateHCID 10796—
EduktPhenylboronic AcidHCID 66827—
Edukt2-Bromo-3-methyl-5-nitropyridineHCID 5200466—
Lösungsmittel1,4-Dioxane--water (1/1)HCID 21886435—
Produkt3-Methyl-5-nitro-2-phenylpyridineHCID 4631505797%

Reaktionsschritte

In a schlenck tube, a mixture of 2-bromo-3-methyl-5-nitropyridine (4.6 mmol, 1.0 g), phenylboronic acid (4.6 mmol, 0.560 g), PdCl2dppf.DCM (0.47 mmol, 0.4 g), Cs2CO3 (13.8 mmol, 4.5 g) in a dioxane/water 4:1 mixture (18 ml) was heated at 100° C. for 14 hours, under argon atmosphere. The solvent was evaporated and the crude mixture was extracted between water and ethyl acetate. The solid residue was purified by chromatography over SiO2 eluting with hexane/ethyl acetate mixtures affording 3-methyl-5-nitro-2-phenylpyridine (0.95 g, yield 97%) as major product.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08536165B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-6712a36184ac4dfaa445b8e584cf2b21
Quellennotizuspto-grants-2013_09