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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2380210Generated: October 30, 2026

Methyl propiolate → 1,2,3,5-Tetrahydro-1-(2-chloro-5-pyridylmethyl)-8-nitroimidazo[1,2-a]pyridin-5-one

https://huagongshe.com/reaction/2380210

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl propiolateHCID 13536—
Reactant2-Chloro-5-{[2-(nitromethylidene)imidazolidin-1-yl]methyl}pyridineHCID 180957—
SolventMethanolHCID 887—
Product1,2,3,5-Tetrahydro-1-(2-chloro-5-pyridylmethyl)-8-nitroimidazo[1,2-a]pyridin-5-oneHCID 1467567152.3%

Reaction Steps

A mixed solution of 2-nitromethylene-3-(2-chloro-5-pyridylmethyl) imidazolidine (12.7 g), propiolic acid methylester (4.2 g) and methanol (100 ml) was refluxed under heating for about 20 hours. Subsequently methanol was distilled off under reduced pressure, and the residue was refined by a silica-gel column chromatography to give the desired 1,2,3,5-tetrahydro-1-(2-chloro-5-pyridylmethyl)-8-nitroimidazo[1,2-a] pyridin-5-one (8 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05366976
Source datasetuspto-grants-1994_11
ORD IDord-8fc60425e35c492992461becf4310345
Source noteuspto-grants-1994_11