Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 539766Generated: October 29, 2026

2-(3-Bromo-4-(trifluoromethyl)phenyl)-6-ethoxyimidazo[1,2-b]pyridazine → 5-(6-Ethoxyimidazo[2,1-f]pyridazin-2-yl)-2-(trifluoromethyl)benzonitrile

https://huagongshe.com/reaction/539766

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(3-Bromo-4-(trifluoromethyl)phenyl)-6-ethoxyimidazo[1,2-b]pyridazineHCID 57516202—
ReactantHCID 178418546HCID 178418546—
SolventMethanolHCID 887—
Solvent4-MethylmorpholineHCID 7972—
Product5-(6-Ethoxyimidazo[2,1-f]pyridazin-2-yl)-2-(trifluoromethyl)benzonitrileHCID 6798240171%

Reaction Conditions

Temperature220 °C

Reaction Steps

A mixture of 2-[3-bromo-4-(trifluoromethyl)phenyl]-6-ethoxy-imidazo[2,1-f]pyridazine (0.050 g, 0.129 mmol) and CuCN (0.058 g) in 4-methylmorpholine (2.0 mL) is heated in the microwave at 220° C. for 10 min. The mixture is diluted with MeOH (10 mL) and the solids are removed by filtration. The crude solution is concentrated to remove the MeOH. Water (50 mL) is added and the solid precipitate is collected. The crude product is purified by silica gel chromatography (0-100% EtOAc in Hexanes) to give the title compound (0.03 g, 71% yield). LCMS m/z=333.3 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08871767B2
Source datasetuspto-grants-2014_10
ORD IDord-51fba795de2c48adb0dc1048a00f8d98
Source noteuspto-grants-2014_10