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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 606013Generated: October 25, 2026

Toluene → 1-{3-[2-(4-Chlorophenyl)imidazo[1,2-a]pyridin-6-yl]phenyl}ethanone

https://huagongshe.com/reaction/606013

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantAcetonitrileHCID 6342—
ReactantSodium BicarbonateHCID 516892—
Reactant6-Bromo-2-(4-chlorophenyl)imidazo[1,2-a]pyridineHCID 828291—
CatalystHCID 178418397HCID 178418397—
Product1-{3-[2-(4-Chlorophenyl)imidazo[1,2-a]pyridin-6-yl]phenyl}ethanoneHCID 67047090—

Reaction Steps

300 mg of 6-bromo-2-(4-chlorophenyl)imidazo[1,2-a]pyridine (prepared as described in 5.1), 240 mg of 3-acetylboronic acid and 34 mg of tetrakis(triphenylphosphine)palladium are mixed in a microwave tube containing 4.5 ml of acetonitrile, 4.5 ml of toluene and 4.5 ml of a 2M solution of sodium hydrogen carbonate. The tube is placed in a microwave apparatus and irradiated at 150° C. for 15 min. The organic phase is separated, dried and concentrated under reduced pressure. A solid residue is obtained which is triturated in a mixture of 3 ml of dichloromethane and 3 ml of diisopropyl ether for 30 min. The precipitate is recovered by filtration, washed with diisopropyl ether and dried in a desiccator under reduced pressure. 209 mg of compound are obtained. Mp=173-175° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07915284B2
Source datasetuspto-grants-2011_03
ORD IDord-f3a61aa8e787406f82efeea532d8fbce
Source noteuspto-grants-2011_03