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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 69208Generated: October 29, 2026

HCID 57917486, compound → 6-[6-(1-Methyl-1h-pyrazol-4-yl)-imidazo[1,2-b]pyridazin-3-ylmethyl]-7-trifluoromethyl-quinoline

https://huagongshe.com/reaction/69208

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 57917486HCID 57917486—
Reactant(rac)-(6-Chloro-imidazo[1,2-b]pyridazin-3-yl)-(7-trifluoromethyl-quinolin-6-yl)-methanol 3-Bromo-6-chloro-imidazo[1,2-b]pyridazineHCID 87680477—
ReactantHCID 178418443HCID 178418443—
SolventTetrahydrofuranHCID 8028—
Product6-[6-(1-Methyl-1h-pyrazol-4-yl)-imidazo[1,2-b]pyridazin-3-ylmethyl]-7-trifluoromethyl-quinolineHCID 57917268—

Reaction Steps

(rac)-(6-Chloro-imidazo[1,2-b]pyridazin-3-yl)-(7-trifluoromethyl-quinolin-6-yl)-methanol 3-Bromo-6-chloro-imidazo[1,2-b]pyridazine (500 mg, 2.15 mmol) was dissolved THF (50 mL) and under nitrogen conditions, ethylmagnesium bromide solution (3 M, 0.860 mL) was added. The RM was stirred at rt for 30 min then a solution of 7-trifluoromethyl-quinoline-6-carbaldehyde (Intermediate G, 723 mg, 2.15 mmol) in THF was added. It was stirred at rt for 1 h. The solvent was removed and the residue was taken up with EtOAc and washed with water and brine. It was dried over Na2SO4 and the solvent was evaporated in vacuo. The residue was triturated with Et2O and the precipitate was filtered off. The title compound was obtained as a grey solid (tR 1.48 min (conditions 12), MH+=379).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822468B2
Source datasetuspto-grants-2014_09
ORD IDord-01d69feaba7a4bfb9fe8bd98604785f9
Source noteuspto-grants-2014_09