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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1627028Generated: November 2, 2026

Potassium Carbonate → 3-Phenyl-7-(4-phenyl-piperidin-1-ylmethyl)-imidazo[1,2-a]pyridine-8-carbonitrile

https://huagongshe.com/reaction/1627028

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant7-Chloro-3-phenyl-imidazo[1,2-a]pyridine-8-carbonitrileHCID 58103891—
ReactantPotassium (phenylpiperidylmethyl)trifluoroborateHCID 87176719—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
Solvent1,4-DioxaneHCID 31275—
Product3-Phenyl-7-(4-phenyl-piperidin-1-ylmethyl)-imidazo[1,2-a]pyridine-8-carbonitrileHCID 4261003861.9%

Reaction Conditions

Temperature150 °C

Reaction Steps

To a mixture of compound D6 (0.15 g, 0.593 mmol) and K2CO3 (0.35 g, 2.55 mmol) in 1,4-dioxane (4 ml) and DMF (1.5 ml) was added compound D7 (0.237 g, 0.85 mmol). The resulting mixture was degassed using a stream of nitrogen and to this was added Pd(PPh3)4 (0.098 g, 0.085 mmol). The reaction mixture was then subjected to microwave heating in a sealed tube at 150° C. for 10 min. The reaction mixture was cooled to room temperature and filtered through a pad of diatomaceous earth. The filtrate was concentrated in vacuo. The residue thus obtained was purified by preparative reverse phase HPLC to yield compound E1 (0.072 g, 31%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785486B2
Source datasetuspto-grants-2014_07
ORD IDord-837bb049237b4763a4d05a1ebce919b7
Source noteuspto-grants-2014_07