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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 452598Generated: October 30, 2026

Toluene → HCID 68663305, compound

https://huagongshe.com/reaction/452598

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant2-(Tributylstannyl)pyridineHCID 607784—
ReactantMethyl 3-iodoimidazo[1,2-a]pyridine-6-carboxylateHCID 16413170—
CatalystHCID 178418397HCID 178418397—
SolventEthyl AcetateHCID 8857—
ProductHCID 68663305HCID 6866330575.4%

Reaction Steps

A mixture of methyl 3-iodoimidazo[1,2-a]pyridine-6-carboxylate (1.00 g, 3.30 mmol), 2-(tri-n-butylstannyl)pyridine (2.44 mg, 6.62 mmol), tetrakis(triphenylphosphine)palladium(0) (381 mg, 0.33 mmol) and toluene (50 mL) was heated under reflux overnight. After cooling, the reaction mixture was diluted with ethyl acetate, washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by basic silica gel column chromatography (hexane/ethyl acetate=4/1-1/1) to give the title compound (630 mg, yield 75%) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492378B2
Source datasetuspto-grants-2013_07
ORD IDord-009ae0fa7d9c44a6a445115fe32b5e1b
Source noteuspto-grants-2013_07