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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 405790Erstellt: 24. Oktober 2026

Chloroacetic anhydride → N-(5-(5-(chloromethyl)-1,2,4-oxadiazol-3-yl)-2-methylphenyl)imidazo[1,2-a]pyridine-3-carboxamide

https://huagongshe.com/de/reaction/405790

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktChloroacetic anhydrideHCID 10946—
EduktN-(5-(N'-hydroxycarbamimidoyl)-2-methylphenyl)imidazo[1,2-a]pyridine-3-carboxamideHCID 86677441—
LösungsmittelWaterHCID 962—
LösungsmittelN-methyl-2-pyrrolidoneHCID 13387—
ProduktN-(5-(5-(chloromethyl)-1,2,4-oxadiazol-3-yl)-2-methylphenyl)imidazo[1,2-a]pyridine-3-carboxamideHCID 86677445—

Reaktionsbedingungen

Temperatur110 °C

Reaktionsschritte

A mixture of N-(5-(N′-hydroxycarbamimidoyl)-2-methylphenyl)imidazo[1,2-a]pyridine-3-carboxamide (9) (500 mg, 1.62 mmol) and 2-chloroacetic anhydride (553 mg, 3.23 mmol) in anhydrous NMP (10 mL) was heated in the microwave at 110° C. for 12 minutes. The crude was diluted with water and extracted with ethyl acetate. The organic was washed with a water/brine mixture and dried over anhydrous sodium sulfate. The solvent was concentrated and the crude product was purified by silica chromatography to yield N-(5-(5-(chloromethyl)-1,2,4-oxadiazol-3-yl)-2-methylphenyl)imidazo[1,2-a]pyridine-3-carboxamide (38). MS m/z 378.9 (M+1)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08754071B2
Quelldatensatzuspto-grants-2014_06
ORD IDord-ee9e4dcc2cdd4e24bcfc37014fb658c7
Quellennotizuspto-grants-2014_06