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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2239880Erstellt: 26. Oktober 2026

N-(4-Methoxybenzyl)aniline → 6-chloro-N-(4-methoxybenzyl)-N-phenylimidazo[1,2-b]pyridazin-8-amine

https://huagongshe.com/reaction/2239880

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN-(4-Methoxybenzyl)anilineHCID 408377—
EduktPotassium tert-butoxideHCID 23665647—
Edukt8-Bromo-6-chloroimidazo(1,2-b)pyridazineHCID 46835269—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt6-chloro-N-(4-methoxybenzyl)-N-phenylimidazo[1,2-b]pyridazin-8-amineHCID 5962455848%

Reaktionsschritte

A solution of potassium t-butoxide in THF (4.73 mL, 4.73 mmol) was added dropwise to a solution of N-(4-methoxybenzyl)aniline (0.92 g, 4.3 mmol) in THF (10 mL) at 0° C. The solution was warmed to RT for 15 minutes, recooled to 0° C. and a solution of 8-bromo-6-chloroimidazo[1,2-b]pyridazine (1.0 g, 4.30 mmol) from Example 1, step 1b, in THF (10 mL) was added in rapidly. The solution was stirred at 0° C. for 30 minutes and then at RT for 30 minutes. The reaction solution was concentrated in vacuo. The resulting residue was purified by flash chromatography eluting with 10% ethyl acetate/heptane to provide 0.75 g (48%) of 6-chloro-N-(4-methoxybenzyl)-N-phenyl imidazo[1,2-b]pyridazin-8-amine.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07723336B2
Quelldatensatzuspto-grants-2010_05
ORD IDord-f872ebe5ab9e4bf3836232c9d4280063
Quellennotizuspto-grants-2010_05