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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 54227Generated: October 25, 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/54227

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 methyl ester (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 numberUS05622956
Source datasetuspto-grants-1997_04
ORD IDord-d891a446f4b24759aefd04538f82426b
Source noteuspto-grants-1997_04