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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1395455Generated: October 31, 2026

Hydrochloric Acid → 2,3,4,4a-Tetrahydro-6-Methyl-3-[(4-Pyridinyl)Methyl]-1H-Pyrazino[1,2-a]Quinoxalin-5(6H)-One

https://huagongshe.com/reaction/1395455

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPotassium CarbonateHCID 11430—
Reactant4-(Chloromethyl)pyridinium chlorideHCID 74570—
Reactant2,3,4,4a-Tetrahydro-6-methyl-1H-pyrazino[1,2-a]quinoxalin-5(6H)-oneHCID 18377337—
SolventAcetoneHCID 180—
SolventEthanolHCID 702—
SolventTriethylamineHCID 8471—
Product2,3,4,4a-Tetrahydro-6-Methyl-3-[(4-Pyridinyl)Methyl]-1H-Pyrazino[1,2-a]Quinoxalin-5(6H)-OneHCID 20339408—

Reaction Steps

A solution of 6 g. (0.03 mole) of 2,3,4,4a-tetrahydro-6-methyl-1H-pyrazino[1,2-a]quinoxalin-5(6H)-one, 5 g. (0.03 mole) of 4-picolyl chloride hydrochloride, 10 g. of potassium carbonate and 0.5 ml. of triethylamine was stirred and refluxed in 200 ml. of acetone overnight, cooled and filtered. The solvent was removed and the residue was dissolved in methylene chloride. This solution was washed with water and brine, dried over magnesium sulfate and filtered. The solvent was removed and the residue was chromatographed on 460 g. of Silicar, CC-7. Fractions eluted with 10% methanol in ethyl acetate afforded the product as a free base. This free base was dissolved in ethanol and treated with dry hydrogen chloride saturated ether. The product hydrochloride was filtered and recrystallized from methanol to yield 5.2 g. of the title compound as the dihydrochloride salt, m.p. 252°-254.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04203987
Source datasetuspto-grants-1980_05
ORD IDord-2793b74a74ff41b4886a94d300245c9e
Source noteuspto-grants-1980_05