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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 742972Generated: October 25, 2026

Hydrochloric Acid → 6-(4-Hydroxybutyl)-3-methyl-5,6,7,8-tetrahydro-1H-pyrido[4,3-d]pyrimidine-2,4-dione

https://huagongshe.com/reaction/742972

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
Reactant3-methyl-6-[4-(tetrahydropyran-2-yloxy)butyl]-5,6,7,8-tetrahydro-1H-pyrido[4,3-d]pyrimidine-2,4-dioneHCID 19423329—
SolventMethanolHCID 887—
Product6-(4-Hydroxybutyl)-3-methyl-5,6,7,8-tetrahydro-1H-pyrido[4,3-d]pyrimidine-2,4-dioneHCID 19423338—

Reaction Steps

12 g of 3-methyl-6-[4-(tetrahydropyran-2-yloxy)butyl]-5,6,7,8-tetrahydro-1H-pyrido[4,3-d]pyrimidine-2,4-dione were dissolved in 150 ml of methanol and 150 ml of water and the pH was adjusted to i with conc. hydrochloric acid at 20°-25° C., with stirring. After 7 h at room temperature, the mixture was concentrated to dryness under reduced pressure, the residue was taken up with water and the solution was adjusted to pH 7.8. It was concentrated under vacuum and the residue was extracted exhaustively with hot ethanol. The ethanolic extract was evaporated under reduced pressure and the crude 6-(4-hydroxybutyl)-3-methyl-5,6,7,8-tetrahydro-1H-pyrido-[4,3-d]pyrimidine-2,4-dione was purified by column chromatography on silica gel with dichloromethane/methanol (volume ratio 90:10) and by recrystallization from isopropanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05556854
Source datasetuspto-grants-1996_09
ORD IDord-48683d181c36403fa8e52779b6e02e28
Source noteuspto-grants-1996_09