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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1926729Generated: November 1, 2026

6-Amino-3-chloropyridazine → 6-Chloro-3-methyl-2-(trifluoromethyl)imidazo[1,2-b]pyridazine

https://huagongshe.com/reaction/1926729

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Amino-3-chloropyridazineHCID 21643—
Reactant3-Bromo-1,1,1-trifluorobutan-2-oneHCID 2736410—
Solvent1,2-DimethoxyethaneHCID 8071—
Product6-Chloro-3-methyl-2-(trifluoromethyl)imidazo[1,2-b]pyridazineHCID 53629153—

Reaction Steps

A solution of 6-chloro-3-aminopyridazine x34 (3.16 g, 1 eq, 24.2 mmol) and 3-bromo-1,1,1-trifluorobutan-2-one (5 g, 1 eq, 24.4 mmol) in 1,2-dimethoxyethane (100 ml) is refluxed during 17 hours. After cooling to room temperature and filtration, the solvent is removed under reduced pressure and the crude mixture is purified by preparative chromatography on silicagel (CH2Cl2/MeOH/NH4OH: 98/2/0.2 (v/v/v)) leading to 6-chloro-3-methyl-2-(trifluoromethyl)imidazo[1,2-b]pyridazine x35.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183241B2
Source datasetuspto-grants-2012_05
ORD IDord-d3bdd74818cf4b6693f0614ba7b82a15
Source noteuspto-grants-2012_05