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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 539746Generated: October 26, 2026

6-Amino-3-chloropyridazine → 6-Chloro-2-[3-nitro-4-(trifluoromethyl)phenyl]imidazo[2,1-f]pyridazine

https://huagongshe.com/reaction/539746

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Amino-3-chloropyridazineHCID 21643—
Reactant2-Bromo-1-[3-nitro-4-(trifluoromethyl)phenyl]ethanoneHCID 57516269—
SolventAcetonitrileHCID 6342—
Product6-Chloro-2-[3-nitro-4-(trifluoromethyl)phenyl]imidazo[2,1-f]pyridazineHCID 86667848727.3%

Reaction Steps

A stirred solution of 6-chloropyridazin-3-amine (0.842 g, 0.0065 mol) and 2-bromo-1-[3-nitro-4-(trifluoromethyl)phenyl]ethanone (2.03 g, 0.65 mmol) in acetonitrile (37.34 mL) is heated at 90° C. for 48 hr. The reaction mixture is concentrated and purified by silica gel chromatography (CH2Cl2 to EtOAc) to give the title compound (1.62 g, 73% yield). LCMS m/z=343.3 [M+H]+, tR=3.15 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08871767B2
Source datasetuspto-grants-2014_10
ORD IDord-5f37ead536be4e8db0e0743553545e82
Source noteuspto-grants-2014_10