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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 414318Erstellt: 26. Oktober 2026

Olprinone → 2-Chloro-5-(imidazo[1,2-a]pyridin-6-yl)-6-methylpyridine-3-carbonitrile

https://huagongshe.com/reaction/414318

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktOlprinoneHCID 4593—
EduktPhosphorus oxychlorideHCID 24813—
KatalysatorDimethylformamideHCID 6228—
Produkt2-Chloro-5-(imidazo[1,2-a]pyridin-6-yl)-6-methylpyridine-3-carbonitrileHCID 13852314—

Reaktionsschritte

A mixture of 3.1 g of 1,2-dihydro-5-(imidazo[1,2-a]pyridin-6-yl)-6-methyl-2-oxo-3-pyridinecarbonitrile, 30 ml of phosphorous oxychloride and 5 drops of dimethylformamide was stirred under reflux for 2 hours. An excess of phosphorous oxychloride was removed by distillation under reduced pressure and upon cooling, chloroform, a 20% NaOH solution and then an aqueous sodium carbonate solution were added to the residue to render it alkaline. The organic layer was taken by fractionation. After the chloroform layer was dried over magnesium sulfate, chloroform was removed by distillation. The residue was purified by column chromatography to obtain 1.9 g of 2-chloro-5-(imidazo[1,2-a]pyridin-6-yl)-6-methyl-3-pyridinecarbonitrile.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04791202
Quelldatensatzuspto-grants-1988_12
ORD IDord-3ee0a0e1d33743088a9f222cf85b48e9
Quellennotizuspto-grants-1988_12