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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2202984Generated: November 1, 2026

Tributylphosphine → 4-((5-Chlorothiophen-2-yl)methoxy)-1-(2,3-dimethylimidazo[1,2-a]pyridin-6-yl)pyridin-2(1H)-one

https://huagongshe.com/reaction/2202984

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
Reactant(5-Chlorothiophen-2-yl)methanolHCID 12554178—
Reactant1-(2,3-Dimethylimidazo[1,2-a]pyridin-6-yl)-4-hydroxy-2(1h)-pyridinoneHCID 89690568—
SolventTetrahydrofuranHCID 8028—
Product4-((5-Chlorothiophen-2-yl)methoxy)-1-(2,3-dimethylimidazo[1,2-a]pyridin-6-yl)pyridin-2(1H)-oneHCID 8969026724.7%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 1-(2,3-dimethylimidazo[1,2-a]pyridin-6-yl)-4-hydroxypyridin-2(1H)-one (150 mg), (5-chlorothiophen-2-yl)methanol (174 mg) and tributylphosphine (358 mg) in THF (15 ml) was added 1,1′-(azodicarbonyl)dipiperidine (447 mg), and the mixture was stirred at 60° C. for 4 h. The reaction mixture was then cooled to room temperature, and concentrated in vacuo. The residue was diluted with DCM (100 ml), washed with water and brine successively, dried over Na2SO4, and concentrated in vacuo. The crude product was purified by silica gel column chromatography (MeOH/DCM) to afford the title compound (56 mg) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365540B2
Source datasetuspto-grants-2016_06
ORD IDord-18df6ace397749c88651a56cda187b3c
Source noteuspto-grants-2016_06