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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 539756Generated: October 31, 2026

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

https://huagongshe.com/reaction/539756

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant6-Chloro-2-[3-nitro-4-(trifluoromethyl)phenyl]imidazo[1,2-a]pyridineHCID 67982971—
CatalystIronHCID 23925—
SolventWater ethanolHCID 19096565—
Product5-(6-Chloroimidazo[1,2-a]pyridin-2-yl)-2-(trifluoromethyl)anilineHCID 5751627096.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

Iron (0.140 g) is added to a mixture of 6-chloro-2-[3-nitro-4-(trifluoromethyl)phenyl]imidazo[1,2-a]pyridine (0.171 g), HOAc (0.230 mL) and EtOH—H2O (2 mL, 4:1). The mixture is stirred at 80° C. for 2 hours, then cooled, concentrated, taken into sat. NaHCO3 aqueous solution, extracted with EtOAc and CH2Cl2. Organics are dried and concentrated to give the title compound (150 mg, 96% yield), which is used without further purification. LCMS m/z=312.4 [M+H]+, tR=1.96 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08871767B2
Source datasetuspto-grants-2014_10
ORD IDord-a49cbce4b43c4cb5b1ef272676a7f334
Source noteuspto-grants-2014_10