Hydrochloric Acid → 3-(3-Methoxy-6-oxopyrido[2,3-b]pyrazin-5(6H)-yl)propanal

HRID 1847016

Reaktionsgleichung

[O:1]1CCO[CH:2]1[CH2:6][CH2:7][N:8]1[C:13]2=[N:14][C:15]([O:18][CH3:19])=[CH:16][N:17]=[C:12]2[CH:11]=[CH:10][C:9]1=[O:20].Cl>O1CCCC1>[CH3:19][O:18][C:15]1[N:14]=[C:13]2[N:8]([CH2:7][CH2:6][CH:2]=[O:1])[C:9](=[O:20])[CH:10]=[CH:11][C:12]2=[N:17][CH:16]=1

Komponenten

Reaktionsbedingungen

Temperatur: 50 °C

Versuchsvorschrift

5-[2-(1,3-Dioxolan-2-yl)ethyl]-3-methoxypyrido[2,3-b]pyrazin-6(5H)-one (397 mg, 1.43 mmol) was dissolved in tetrahydrofuran (15 ml). To the solution was added a 1N hydrochloric acid aqueous solution (5 ml) under cooling on ice and the mixture was stirred at room temperature for two and a half hours and at 50° C. for 4 hours. After cooling in the air, the solvent was removed under reduced pressure and the residue was alkalized by adding saturated sodium bicarbonate water under cooling on ice. The resultant was extracted with dichloromethane, the extract was dried over anhydrous sodium sulfate and the solvent was removed under reduced pressure to yield 292 mg (87%) of the title compound in the form of a yellowish solid.

Aufarbeitung

temperatureunder cooling on ice
temperatureAfter cooling in the air
customthe solvent was removed under reduced pressure
additionby adding saturated sodium bicarbonate water
temperatureunder cooling on ice
extractionThe resultant was extracted with dichloromethane
dry with materialthe extract was dried over anhydrous sodium sulfate
customthe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag: ord-34d59c866ecf441c82864c3c65890d83
Quelldatensatz: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08952010B2

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