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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 501436Generated: October 25, 2026

Potassium Carbonate → 3-(2-Butynyl)-4-chloro-3H-imidazo[4,5-c]pyridine

https://huagongshe.com/reaction/501436

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-Bromo-2-butyneHCID 2756862—
Reactant4-Chloro-1H-imidazo[4,5-c]pyridineHCID 5373364—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product3-(2-Butynyl)-4-chloro-3H-imidazo[4,5-c]pyridineHCID 23070729—

Reaction Steps

2.0 μg of 4-chloro-1H-imidazo[4,5-c]pyridine, 1.37 ml of 1-bromo-2-butyne, and 1.98 g of potassium carbonate were suspended in 15 ml of N,N-dimethylformamide, and the suspension was stirred at room temperature for 18 hours. The reaction solution was diluted with ethyl acetate, and washed with water. The organic layer was dried over anhydrous magnesium sulfate, then filtered. The filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography. Thus, 1.79 g of a 1:1 mixture consisting of the title compound and the compound alkylated at the 1-position was obtained from the fraction eluted with hexane-ethyl acetate (1:2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07772226B2
Source datasetuspto-grants-2010_08
ORD IDord-4e79662faa7b4275ba4d474640fe3eaf
Source noteuspto-grants-2010_08