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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 374105Erstellt: 25. Oktober 2026

Sodium Iodide → N-[1-(3-methylbenzyl)-4-methyl-hexahydro-1H-1,4-diazepin-6-yl]-1-ethyl-1H-indazole-3-carboxamide

https://huagongshe.com/reaction/374105

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium IodideHCID 5238—
EduktPotassium CarbonateHCID 11430—
Eduktm-Xylyl chlorideHCID 12102—
EduktN-(1-methylhexahydro-1H-1,4-diazepin-6-yl)-1-ethyl-1H-indazole-3-carboxamideHCID 14999044—
LösungsmittelMethyl Ethyl KetoneHCID 6569—
ProduktN-[1-(3-methylbenzyl)-4-methyl-hexahydro-1H-1,4-diazepin-6-yl]-1-ethyl-1H-indazole-3-carboxamideHCID 1499904578,4%

Reaktionsschritte

A mixture of N-(1-methylhexahydro-1H-1,4-diazepin-6-yl)-1-ethyl-1H-indazole-3-carboxamide (1.8 g), potassium carbonate (4.1 g), sodium iodide (0.9 g), 3-methylbenzyl chloride (0.85 g) and methyl ethyl ketone (100 ml) is refluxed with stirring for 6 hours. After cooling, the reaction mixture is filtered, and the filtrate is concentrated under reduced pressure. The residue is chromatographed on silica gel with elution of chloroform-methanol (20:1). Fractions containing the title compound are pooled and evaporated under reduced pressure to give the title compound (1.9 g) as an oil. The free base thus obtained is converted to the fumarate of the title compound in a usual manner, m.p. 135°-137° C. (recrystallized from ethanol-diethyl ether).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05166341
Quelldatensatzuspto-grants-1992_11
ORD IDord-eeb7f51a35804c3b9b3dbd092fa9d37a
Quellennotizuspto-grants-1992_11