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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1863942Generated: November 2, 2026

Trifluoroacetic acid → 4-Chloro-2-(trifluoromethyl)-1H-imidazo[4,5-c]pyridine

https://huagongshe.com/reaction/1863942

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant2-Chloropyridine-3,4-diamineHCID 285736—
Product4-Chloro-2-(trifluoromethyl)-1H-imidazo[4,5-c]pyridineHCID 57355061—

Reaction Steps

A mixture of 400 mg (2.79 mmol) of 2-chloropyridine-3,4-diamine [H. Dvorakova et al., Collect. Czech. Chem. Commun., 58, 629 (1993)] and a few mL of trifluoroacetic acid was stirred at reflux overnight. The cooled solution was concentrated and then re-concentrated from ethanol. Flash chromatography of the residue on silica gel [0-10% of (9:1 methanol:concentrated ammonium hydroxide solution) in dichloromethane] yielded the title compound as a foam. LC-MS 222 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07625888B2
Source datasetuspto-grants-2009_12
ORD IDord-f9dd60c40024403187fa2ac55d702d0f
Source noteuspto-grants-2009_12