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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1381670Generated: October 25, 2026

Olprinone → 5-(3-Chloroimidazo[1,2-a]pyridin-6-yl)-1,2-dihydro-6-methyl-2-oxo-3-pyridinecarbonitrile

https://huagongshe.com/reaction/1381670

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOlprinoneHCID 4593—
ReactantChlorosuccinimideHCID 31398—
SolventDimethylformamideHCID 6228—
Product5-(3-Chloroimidazo[1,2-a]pyridin-6-yl)-1,2-dihydro-6-methyl-2-oxo-3-pyridinecarbonitrileHCID 1385233329.3%

Reaction Steps

In 10 ml of N,N-dimethylformamide, 0.3 g of 1,2-dihydro-5-(imidazo[1,2-a]pyridin-6-yl)-6-methyl-2-oxo-3-pyridinecarbonitrile was stirred together with 0.19 g of N-chlorosuccinimide at 60° to 80° C. for 2 hours. After cooling, the solvent was removed by distillation under reduced pressure and water was added to the residue to take the solid by filtration. The solid was recrystallized from large quantities of methanol to obtain 0.1 g of 5-(3-chloroimidazo[1,2-a]pyridin-6-yl)-1,2-dihydro-6-methyl-2-oxo-3-pyridinecarbonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04803276
Source datasetuspto-grants-1989_02
ORD IDord-909a95e12cd04f9c91584e05e6c4e3c5
Source noteuspto-grants-1989_02