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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1847015Erstellt: 25. Oktober 2026

Sodium hydride → 5-[2-(1,3-Dioxolan-2-yl)ethyl]-3-methoxypyrido[2,3-b]pyrazin-6 (5H)-one

https://huagongshe.com/reaction/1847015

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
EduktLithium BromideHCID 82050—
Edukt2-(2-Bromoethyl)-1,3-dioxolaneHCID 87776—
Edukt3-Methoxypyrido[2,3-b]pyrazin-6(5H)-oneHCID 57815366—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
Produkt5-[2-(1,3-Dioxolan-2-yl)ethyl]-3-methoxypyrido[2,3-b]pyrazin-6 (5H)-oneHCID 86724945—

Reaktionsschritte

3-Methoxypyrido[2,3-b]pyrazin-6(5H)-one (400 mg, 2.26 mmol) was dissolved in N,N-dimethylformamide (12 ml). Lithium bromide (206 mg, 2.37 mmol) and sodium hydride (55%, 104 mg, 2.37 mmol) were added to the solution under cooling on ice and stirred for one and a half hours while the temperature of the reaction solution was raised to room temperature. The reaction solution was cooled on ice again, 2-(2-bromoethyl)-1,3-dioxolane (0.345 mmol, 2.94 mmol) was added thereto and the mixture was stirred at room temperature for 22 hours. Water was added to the reaction solution, which was then extracted with ethyl acetate and washed with saturated sodium chloride solution. After drying over anhydrous sodium sulfate, the solvent was removed under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol) to yield 731 mg (quantitative) of the title compound in the form of a yellow oily product.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08952010B2
Quelldatensatzuspto-grants-2015_02
ORD IDord-26d43389f48840b1a74a3c4a2c19934a
Quellennotizuspto-grants-2015_02