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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2363694Generated: October 31, 2026

Acetonitrile → N-phenyl-6-(pyrid-3-yl)imidazo[1,2-a]pyridine-2-carboxamide

https://huagongshe.com/reaction/2363694

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantSodium CarbonateHCID 10340—
Reactant3-Pyridinylboronic acidHCID 2734378—
Reactant6-bromo-N-phenylimidazo[1,2-a]pyridine-2-carboxamideHCID 24771673—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
ProductN-phenyl-6-(pyrid-3-yl)imidazo[1,2-a]pyridine-2-carboxamideHCID 4413763348.9%

Reaction Steps

150 mg of 6-bromo-N-phenylimidazo[1,2-a]pyridine-2-carboxamide (Intermediate 1), 0.237 g of pyridine-3-boronic acid, 45 mg of tetrakis(triphenylphosphine)palladium, 2 mL of aqueous 2M sodium carbonate solution, 4 mL of acetonitrile and 4 mL of toluene are placed in a microwave tube. The mixture is heated for 20 minutes in a microwave machine set at 150° C., and then cooled and filtered, the insoluble matter being washed with a mixture of methanol and dichloromethane. The combined filtrates are concentrated to dryness under reduced pressure. The residue is concreted with aqueous methanol to give 73 mg of N-phenyl-6-(pyrid-3-yl)imidazo[1,2-a]pyridine-2-carboxamide in the form of an off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691990B2
Source datasetuspto-grants-2014_04
ORD IDord-2cf50e53336b4f86b42b6c1c3a48afd0
Source noteuspto-grants-2014_04