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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1759239Generated: October 27, 2026

Triethylamine → 2-(6-Chloro-2-pyrazinyl)-octahydro-2H-pyrido [1,2-a]pyrazine

https://huagongshe.com/reaction/1759239

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2,6-DichloropyrazineHCID 78504—
Reactant(+-)-1,4-Diazabicyclo[4.4.0]decaneHCID 2876391—
SolventAcetonitrileHCID 6342—
Product2-(6-Chloro-2-pyrazinyl)-octahydro-2H-pyrido [1,2-a]pyrazineHCID 13034593—

Reaction Steps

A solution of octahydro-2H-pyrido[1,2-a]pyrazine (4 gm, 0.029 moles), 2,6-dichloropyrazine (4.28 gm, 0.029 moles) and triethylamine (8 ml. 0.06 moles) in 75 ml of acetonitrile is heated under reflux for 4 hours. After cooling, the precipitate is filtered off and washed with a little acetonitrile. The filtrate is concentrated under reduced pressure and the resulting residue is partitioned between water and ether. The aqueous layer is made basic with potassium carbonate and extracted 3 times with 100 ml. portions of ether. The combined ether layer is washed with saline and dried over sodium sulfate. After filtering off the drying agent the clear filtrate is made acidic with dry hydrogen chloride gas. The precipitate is filtered off, washed with ether and dried. After two crystallizations from ethanol there is obtained a 4.5 gm (54 percent) yield of title compound, m.p. 298°-301° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04339579
Source datasetuspto-grants-1982_07
ORD IDord-0c3a87e4f39e43b68d64bed99b03344c
Source noteuspto-grants-1982_07