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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 486007Generated: 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/486007

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 numberUS05290779
Source datasetuspto-grants-1994_03
ORD IDord-d698855909bf4618af26b88219b23b6a
Source noteuspto-grants-1994_03