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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1942064Generated: October 26, 2026

Potassium Fluoride → (rac)-4-{3-[1-(5,7-Difluoro-quinolin-6-yl)-ethyl]-imidazo[1,2-b]pyridazin-6-yl}-1-methyl-piperazin-2-one

https://huagongshe.com/reaction/1942064

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium FluorideHCID 522689—
Reactant1-Methylpiperazin-2-one--hydrogen chloride (1/1)HCID 17060766—
Reactant(Rac)-6-[1-(6-chloro-imidazo[1,2-b]pyridazin-3-yl)-ethyl]-5,7-difluoro-quinolineHCID 58147541—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product(rac)-4-{3-[1-(5,7-Difluoro-quinolin-6-yl)-ethyl]-imidazo[1,2-b]pyridazin-6-yl}-1-methyl-piperazin-2-oneHCID 50914186—

Reaction Conditions

Temperature180 °C

Reaction Steps

(rac)-6-[1-(6-Chloro-imidazo[1,2-b]pyridazin-3-yl)-ethyl]-5,7-difluoro-quinoline (Intermediate C, 50 mg, 0.145 mmol), KF (84 mg, 1.45 mmol) and 1-methylpiperazine-2-one hydrochloride (65 mg, 0.435 mmol) were suspended in NMP (0.483 mL). The RM was stirred at 180° C. for 5 h. The mixture was filtered and the obtained filtrate was purified by reverse phase chromatography (water+0.1% TFA/acetonitrile+0.1% TFA). The collected fractions were concentrated and the residue was dissolved in MeOH, passed through an SPE cartridge of PL-HCO3 MP. The filtrate was concentrated to afford the title compound as a brownish oil (tR 3.19 min (conditions 1), MH+=423).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08389526B2
Source datasetuspto-grants-2013_03
ORD IDord-d70891a8dee34bf49b96d15312ef8b9d
Source noteuspto-grants-2013_03