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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1096773Erstellt: 25. Oktober 2026

Sodium Bicarbonate → 6-[5-(Methylsulfonyl)-3-pyridinyl]-4-(4-pyridinyl)quinoline

https://huagongshe.com/reaction/1096773

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium BicarbonateHCID 516892—
Edukt5-(Methylsulphonyl)pyridine-3-boronic acidHCID 44119381—
Edukt6-Bromo-4-(4-pyridinyl)quinolineHCID 66782212—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt6-[5-(Methylsulfonyl)-3-pyridinyl]-4-(4-pyridinyl)quinolineHCID 59859974—

Reaktionsschritte

A mixture of (6-bromo-4-(4-pyridinyl)quinoline (250 mg, 0.88 mmol), 5-methylsulfonyl pyridine-3-boronic acid (201 mg, 1.0 mmol), tetrakistriphenylphosphine palladium (0) (104 mg, 0.09 mmol), and sat. aqueous NaHCO3 (1.75 mL), in dioxane (5 mL) was heated at 110° C. for 1 h then cooled to room temperature. The r×n was filtered through Celite and Na2SO4 onto silica and the crude product was purified by column chromatography (5% EtOAc/Hex—10% Ethanol/EtOAc; 30 min gradient). Evaporation and precipitation from MeOH/water (2/98) provided the title compound as a yellow solid. (160 mg, 50%). ESMS [M+H]+=362.1

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08138347B2
Quelldatensatzuspto-grants-2012_03
ORD IDord-ca7301cdaf3747308f457dadb84a1772
Quellennotizuspto-grants-2012_03