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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2043578Generated: November 3, 2026

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

https://huagongshe.com/reaction/2043578

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 numberUS08586623B2
Source datasetuspto-grants-2013_11
ORD IDord-e6700795e2c448bb937dffe9c8a227b2
Source noteuspto-grants-2013_11