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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 278554Erstellt: 24. Oktober 2026

Sodium Carbonate → Methyl 5-(pyridin-4-yl)thiophene-2-carboxylate

https://huagongshe.com/de/reaction/278554

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
EduktMethyl 5-bromothiophene-2-carboxylateHCID 605713—
Edukt4-Pyridylboric acidHCID 21805812—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
LösungsmittelEthyl AcetateHCID 8857—
ProduktMethyl 5-(pyridin-4-yl)thiophene-2-carboxylateHCID 2192855954,2%

Reaktionsschritte

To a solution of methyl 5-bromo-2-thiophenecarboxylate (884 mg), 4-pyridyl boric acid (500 mg), tetrakistriphenylphosphine palladium(0) (250 mg) in dimethoxyethane (15 ml) was added 2 M sodium carbonate solution (4 ml) and the solution was heated for 15 hours under reflux. The reaction solution was diluted with ethyl acetate and the organic layer was separated, washed with water and extracted with 1 N hydrochloric acid. The extract was made alkaline with sodium hydroxide solution and extracted with ethyl acetate. The extract was dried and concentrated to give pale yellow solid of methyl 5-(4-pyridyl)-2-thiophenecarboxylate (428 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06359134B1
Quelldatensatzuspto-grants-2002_03
ORD IDord-ea864b6b5fcf42098a526fd3634311dd
Quellennotizuspto-grants-2002_03