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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 543547Generated: October 26, 2026

Tetrahydrofuran → 5-[(2,6-Dimethoxyphenyl)methyl]-5,6,6a,7,8,9-hexahydropyrido[3,2-e]pyrrolo[1,2-a]pyrazine

https://huagongshe.com/reaction/543547

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant5-[(2,6-dimethoxyphenyl)methyl]-6a,7,8,9-tetrahydropyrido[3,2-e]pyrrolo[1,2-a]pyrazin-6(5H)-oneHCID 13342080—
ReactantAluminium lithium hydrideHCID 21226445—
SolventDiethyl EtherHCID 3283—
Product5-[(2,6-Dimethoxyphenyl)methyl]-5,6,6a,7,8,9-hexahydropyrido[3,2-e]pyrrolo[1,2-a]pyrazineHCID 1334208167%

Reaction Steps

Lithium aluminum hydride (1 g.) was dissolved in 100 ml. of anhydrous diethyl ether. To the stirred solution was added over a period of fifteen minutes a solution of 6a,7,8,9-tetrahydro-5-[(2,6-dimethoxyphenyl)methyl]pyrido[3,2-e]pyrrolo[1,2-a]pyrazin-6(5H)-one (1 g., 0.003 mole) in 50 ml. of dry tetrahydrofuran. The reaction mixture was refluxed for eighteen hours and was worked up by adding wet ether, filtering, drying and evaporating in vacuo. The residue (m.p. 110°-112° C.) was dissolved in ethanol and treated with diethyl ether saturated with hydrogen chloride. The separated solid was recrystallized from methanol to afford 0.7 g. (67% yield) of the title compound as the hydrochloride salt, m.p. 211°-213° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04446323
Source datasetuspto-grants-1984_05
ORD IDord-a32edb6a6747409795ca18e0e9f02e1b
Source noteuspto-grants-1984_05