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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1909154Erstellt: 24. Oktober 2026

Cesium carbonate → Methyl 5-bromo-6-oxo-1-(3-oxobutan-2-yl)-1,6-dihydropyridine-3-carboxylate

https://huagongshe.com/de/reaction/1909154

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium carbonateHCID 10796—
Edukt2-Butanone, 3-bromo-HCID 13142—
EduktSodium BicarbonateHCID 516892—
EduktMethyl 5-bromo-6-hydroxynicotinateHCID 2764315—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
ProduktMethyl 5-bromo-6-oxo-1-(3-oxobutan-2-yl)-1,6-dihydropyridine-3-carboxylateHCID 67338151—

Reaktionsschritte

To a solution of methyl-5-bromo-6-oxo-1,6-dihydropyridine-3-carboxylate (10.0 g, 43.1 mmol) and cesium carbonate (16.9 g, 51.7 mmol) in N,N-dimethylformamide (144 mL) was added 3-bromo-2-butanone (7.8 g, 51.7 mmol). The reaction mixture was stirred at ambient temperature. After 20 min, saturated aqueous sodium bicarbonate and water were added. The mixture was extracted with ethyl acetate (3×). The combined organic extracts were washed with water (3×), brine, dried over magnesium sulfate, filtered and concentrated. Purification by silica gel chromatography (100% dichloromethane→50% dichloromethane/ethyl acetate) gave the title compound. MS 302.1 (M).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08598209B2
Quelldatensatzuspto-grants-2013_12
ORD IDord-1614fdbe77db41d4bd09d9bb0690ff21
Quellennotizuspto-grants-2013_12