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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1942067Generated: November 3, 2026

Piperazine → (rac)-5,7-Difluoro-6-[1-(6-piperazin-1-yl-imidazo[1,2-b]pyridazin-3-yl)-ethyl]-quinoline

https://huagongshe.com/reaction/1942067

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperazineHCID 4837—
ReactantPotassium FluorideHCID 522689—
Reactant(Rac)-6-[1-(6-chloro-imidazo[1,2-b]pyridazin-3-yl)-ethyl]-5,7-difluoro-quinolineHCID 58147541—
SolventEthyl AcetateHCID 8857—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product(rac)-5,7-Difluoro-6-[1-(6-piperazin-1-yl-imidazo[1,2-b]pyridazin-3-yl)-ethyl]-quinolineHCID 50914336—

Reaction Conditions

Temperature170 °C

Reaction Steps

(rac)-6-[1-(6-Chloro-imidazo[1,2-b]pyridazin-3-yl)-ethyl]-5,7-difluoro-quinoline (Intermediate C, 200 mg, 0.569 mmol), KF (371 mg, 6.26 mmol) and piperazine (490 mg, 5.69 mmol) were suspended in NMP (2.85 mL). The RM was stirred at 170° C. for 1 h. The mixture was diluted with EtOAc and washed with 1M Na2CO3 (1×) and water (2×). The aqueous was further extracted with EtOAc (2×). The combined organic layers were dried over Na2SO4, filtered and concentrated. The residue was purified by flash chromatography and afford the title compound as a yellow foam (tR 2.78 min (conditions 1), MH+=395).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08389526B2
Source datasetuspto-grants-2013_03
ORD IDord-f62899b7855d4bcabbca341dbe62a0b5
Source noteuspto-grants-2013_03