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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 41982Erstellt: 23. Oktober 2026

Potassium Carbonate → 2-Methoxy-5-nitro-3-phenylpyridine

https://huagongshe.com/de/reaction/41982

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt2-Cyclopropyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 2758015—
Edukt2-Bromo-5-nitro-3-phenylpyridineHCID 86657253—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelToluene methanolHCID 21867641—
Produkt2-Methoxy-5-nitro-3-phenylpyridineHCID 4631502160,3%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A mixture of 2-bromo-5-nitro-3-phenylpyridine (0.72 mmol, 0.2 g), 2-cyclopropyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (0.86 mmol, 0.16 ml), Pd(PPh3)4 (0.04 mmol, 0.05 g), K2CO3 (2 mmol, 0.28 g) in a toluene/methanol 4:1 mixture (10 ml) was heated at 100° C. for 30 minutes in a microwave, 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 2-methoxy-5-nitro-3-phenylpyridine (0.1 g, yield 55%) of an unexpected product.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08536165B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-ebc150936cc34ef7a10e84ebc7820aa0
Quellennotizuspto-grants-2013_09