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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1847070Generated: October 25, 2026

Hydrochloric Acid → 4-[(3R)-3,4-Dihydroxybutyl]-6-methoxypyrido[2,3-b]pyrazin-3(4H)-one

https://huagongshe.com/reaction/1847070

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant4-{2-[(4R)-2,2-Dimethyl-1,3-dioxolan-4-yl]ethyl}-6-methoxypyrido[2,3-b]pyrazin-3(4H)-oneHCID 86724993—
SolventTetrahydrofuranHCID 8028—
Product4-[(3R)-3,4-Dihydroxybutyl]-6-methoxypyrido[2,3-b]pyrazin-3(4H)-oneHCID 8672499488.1%

Reaction Conditions

Temperature60 °C

Reaction Steps

In tetrahydrofuran (100 ml) was dissolved 4-{2-[(4R)-2,2-dimethyl-1,3-dioxolan-4yl]ethyl}-6-methoxypyrido[2,3-b]pyrazin-3(4H)-one (2.55 g, 8.34 mmol), and 1N Hydrochloric acid aqueous solution (25 ml) was added thereto at room temperature and the mixture was stirred at 60° C. for 16 hours. After cooling in the air, the reaction solution was concentrated under reduced pressure and alkalized by adding 1N sodium hydroxide aqueous solution (30 ml) under cooling on ice. The solution was extracted with a lower layer solvent of chloroform/methanol/water (7:3:1) and the extract was dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure so as to yield 1.95 g (88%) of the title compound in the form of an orange solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952010B2
Source datasetuspto-grants-2015_02
ORD IDord-218131c99cd141158ab6e49814a3005f
Source noteuspto-grants-2015_02