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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 921902Erstellt: 23. Oktober 2026

m-Chloroperbenzoic acid → 2-((2-Chloro-5-cyano-3-(oxiran-2-yl)phenyl)amino)-4-(cyclopropylamino)imidazo[2,1-f][1,2,4]triazine-7-carbonitrile

https://huagongshe.com/de/reaction/921902

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Eduktm-Chloroperbenzoic acidHCID 70297—
Edukt2-((2-Chloro-5-cyano-3-vinylphenyl)amino)-4-(cyclopropylamino)imidazo[2,1-f][1,2,4]triazine-7-carbonitrileHCID 86708649—
LösungsmittelChloroformHCID 6212—
Produkt2-((2-Chloro-5-cyano-3-(oxiran-2-yl)phenyl)amino)-4-(cyclopropylamino)imidazo[2,1-f][1,2,4]triazine-7-carbonitrileHCID 8992294582,9%

Reaktionsschritte

Added MCPBA (70% wet, 3330 mg, 13.5 mmol) in portions to an ice-cooled suspension of 2-((2-chloro-5-cyano-3-vinylphenyl)amino)-4-(cyclopropylamino)imidazo[2,1-f][1,2,4]triazine-7-carbonitrile (Example 399)(339 mg, 0.900 mmol) in CHCl3 (90 mL). The bath was removed and the reaction was left stirring at room temperature for 2 days. This was diluted with CHCl3 and washed with 5% aq. NaHSO3 solution and then 3 times 1 N Na2CO3 solution. After drying with sodium sulfate, the solvent was removed and radial silica gel chromatography eluting with DCM containing 0 to 10% EtOAc afforded 2-((2-chloro-5-cyano-3-(oxiran-2-yl)phenyl)amino)-4-(cyclopropylamino)imidazo[2,1-f][1,2,4]triazine-7-carbonitrile (293 mg) as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09273057B2
Quelldatensatzuspto-grants-2016_03
ORD IDord-7d97d56a8d374dccb3dbeb7957ee56b8
Quellennotizuspto-grants-2016_03