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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2259193Generated: 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/2259193

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 numberUS05472960
Source datasetuspto-grants-1995_12
ORD IDord-7bda0a6f99494f1c96e44f92daa1fd86
Source noteuspto-grants-1995_12