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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 543546Generated: October 25, 2026

Sodium hydride → 5-[(2,6-dimethoxyphenyl)methyl]-6a,7,8,9-tetrahydropyrido[3,2-e]pyrrolo[1,2-a]pyrazin-6(5H)-one

https://huagongshe.com/reaction/543546

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant6a,7,8,9-tetrahydropyrido[3,2-e]pyrrolo[1,2-a]pyrazin-6(5H)-oneHCID 2766187—
Reactant2-(chloromethyl)-1,3-dimethoxyBenzeneHCID 12707002—
ReactantHCID 178418361HCID 178418361—
SolventDimethylformamideHCID 6228—
Product5-[(2,6-dimethoxyphenyl)methyl]-6a,7,8,9-tetrahydropyrido[3,2-e]pyrrolo[1,2-a]pyrazin-6(5H)-oneHCID 1334208089%

Reaction Steps

To a stirred solution of 6a,7,8,9-tetrahydropyrido[3,2-e]pyrrolo[1,2-a]pyrazin-6(5H)-one (2.7 g. 0.01 mole) in 30 ml. of dry dimethyl formamide was added sodium hydride (0.5 g., 0.02 mole of 50% dispersion in mineral oil). When the evolution of hydrogen subsides, 2.7 g. (0.01 mole) of 2,6-dimethoxybenzyl chloride was added. The reaction mixture was stirred at room temperature for eighteen hours, and the dimethyl formamide was removed under vacuo. The residue was triturated with cold water, filtered and recrystallized from ethanol to give white crystals of the title compound, 2.7 g. (89% yield) m.p. 200°-202° C.; hydrochloride salt, m.p. 220°-223° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04446323
Source datasetuspto-grants-1984_05
ORD IDord-6583a93d32e343f8b31f9da4155b9909
Source noteuspto-grants-1984_05