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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 546782Generated: October 30, 2026

Trifluoroacetic acid → 2,6-difluoro-3-(4-methyl-1H-imidazol-1-yl)pyridine

https://huagongshe.com/reaction/546782

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium BicarbonateHCID 516892—
ReactantAmmonium AcetateHCID 517165—
ReactantN-(2,6-difluoropyridin-3-yl)-N-(2-oxopropyl)formamideHCID 86628516—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
Product2,6-difluoro-3-(4-methyl-1H-imidazol-1-yl)pyridineHCID 6683973595.4%

Reaction Steps

Trifluoroacetic acid (1.08 ml) and ammonium acetate (1.08 g) were added to a solution of N-(2,6-difluoropyridin-3-yl)-N-(2-oxopropyl)formamide (2.52 g) in toluene (40 ml), and the reaction solution was heated under reflux in a nitrogen atmosphere for four hours. After leaving to cool, ethyl acetate and a saturated sodium bicarbonate solution were added to the reaction solution, and the organic layer was separated. The resulting organic layer was washed with brine and then dried over anhydrous sodium sulfate. The drying agent was separated by filtration, and then the organic layer was concentrated under reduced pressure. The residue was purified by silica gel column chromatography to obtain the title compound (2.19 g). The property values of the compound are as follows.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07935815B2
Source datasetuspto-grants-2011_05
ORD IDord-c74ed5c829ef47709cb191036fe22a12
Source noteuspto-grants-2011_05