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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 79417Erstellt: 24. Oktober 2026

N-methyl-2-pyrrolidone → cyano-N-(3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide

https://huagongshe.com/de/reaction/79417

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN-methyl-2-pyrrolidoneHCID 13387—
EduktSodium BicarbonateHCID 516892—
Edukt2,4,6-Trichlorobenzoyl chlorideHCID 2733703—
Edukt3-ethyl-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-amineHCID 67259804—
EduktLithium 6-cyanoimidazo[1,2-a]pyridine-3-carboxylateHCID 67260216—
Produktcyano-N-(3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamideHCID 70814913—

Reaktionsschritte

Lithium 6-cyanoimidazo[1,2-a]pyridine-3-carboxylate (107 mg, 0.6 mmol) was dissolved in anhydrous NMP (2.8 mL) and 2,4,6-trichlorobenzoyl chloride (94 mL, 0.6 mmol) was added dropwise. The mixture was stirred at ambient temperature for 30 minutes. 3-Ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-amine (137 mg, 0.5 mmol) was added in one portion and the reaction mixture was heated to 80° C. for 6 hours. Saturated sodium bicarbonate solution was added until a precipitate formed and the mixture was allowed to stir at ambient temperature for 1 hour. The precipitate was collected by filtration and dried under high vacuum for 2 hours to give cyano-N-(3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide as a beige solid (147 mg). MS m/z 436.3 (M+1, APCI+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08841455B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-270647247a5b43c4aea27b8cc7ddcf68
Quellennotizuspto-grants-2014_09