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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 539747Generated: October 29, 2026

Acetic Acid → 5-(6-Chloroimidazo[2,1-f]pyridazin-2-yl)-2-(trifluoromethyl)aniline

https://huagongshe.com/reaction/539747

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant6-Chloro-2-[3-nitro-4-(trifluoromethyl)phenyl]imidazo[2,1-f]pyridazineHCID 86667848—
CatalystIronHCID 23925—
SolventWater ethanolHCID 19096565—
Product5-(6-Chloroimidazo[2,1-f]pyridazin-2-yl)-2-(trifluoromethyl)anilineHCID 8666784996.9%

Reaction Conditions

Temperature80 °C

Reaction Steps

Iron (0.489 g) is added to a mixture of 6-chloro-2-[3-nitro-4-(trifluoromethyl)phenyl]imidazo[2,1-f]pyridazine (0.600 g, 1.75 mmol), HOAc (0.802 mL), EtOH-water (10 mL, 4:1). The mixture is heated at 80° C. for 2 hours, then cooled, concentrated, taken into sat. aqueous NaHCO3 (50 mL) and extracted with EtOAc (2×50 mL). Organic is dried and concentrated to give the title compound (530 mg), which is used without further purification. LCMS m/z=313.4 [M+H]+, tR=2.82 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08871767B2
Source datasetuspto-grants-2014_10
ORD IDord-6121d6be0ad149a791c1db9fba8d7f46
Source noteuspto-grants-2014_10