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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 539795Generated: October 30, 2026

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

https://huagongshe.com/reaction/539795

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant6-Chloro-2-[3-nitro-4-(trifluoromethyl)phenyl]imidazo[1,2-a]pyrazineHCID 57516277—
CatalystIronHCID 23925—
SolventWater ethanolHCID 19096565—
Product5-(6-Chloroimidazo[1,2-a]pyrazin-2-yl)-2-(trifluoromethyl)anilineHCID 57516278100%

Reaction Conditions

Temperature80 °C

Reaction Steps

Iron (0.726 g) is added to a mixture of 6-chloro-2-[3-nitro-4-(trifluoromethyl)phenyl]imidazo[1,2-a]pyrazine (0.891 g), HOAc (1.19 mL), and EtOH—H2O (10 mL, 4:1). The mixture is stirred at 80° C. for 2 hours, cooled, concentrated and taken up into sat. aqueous NaHCO3 and extracted with EtOAc and CH2Cl2. Organic layer is dried and concentrated to give the title compound (813 mg), which is used without further purification. LCMS m/z=313.4 [M+H]+, tR=2.29 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08871767B2
Source datasetuspto-grants-2014_10
ORD IDord-4fdee28838ad46b696f951ad01edb476
Source noteuspto-grants-2014_10