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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 41985Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/41985

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDichloromethaneHCID 6344—
EduktCesium carbonateHCID 10796—
EduktPhenylboronic AcidHCID 66827—
Edukt2-Chloro-3-iodo-5-nitropyridineHCID 11140639—
Lösungsmittel1,4-Dioxane--water (1/1)HCID 21886435—
Produkt2-Chloro-5-nitro-3-phenylpyridineHCID 4631469855,7%

Reaktionsschritte

In a schlenck tube, a mixture of 2-chloro-3-iodo-5-nitropyridine (1.76 mmol, 0.5 g), phenylboronic acid (1.94 mmol, 0.24 g), PdCl2dppf.DCM (0.18 mmol, 0.1 g), Cs2CO3 (5.28 mmol, 1.7 g) in a dioxane/water 4:1 mixture (6.5 ml) was heated at 120° C. for 4 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/dichloromethane mixtures affording 2-chloro-5-nitro-3-phenylpyridine (0.23 g, yield 55%) of the expected product.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08536165B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-58df136c48364713a95eb702e9e3d9ad
Quellennotizuspto-grants-2013_09