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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2202992Generated: October 31, 2026

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

https://huagongshe.com/reaction/2202992

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
Reactant(5-Chlorothiophen-3-yl)methanolHCID 20571076—
Reactant1-(2-Ethyl-3-methylimidazo[1,2-a]pyridin-6-yl)-4-hydroxy-2(1h)-pyridinoneHCID 89690399—
SolventTetrahydrofuranHCID 8028—
Product4-((5-Chlorothiophen-3-yl)methoxy)-1-(2-ethyl-3-methylimidazo[1,2-a]pyridin-6-yl)pyridin-2(1H)-oneHCID 8969040726.9%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 1-(2-ethyl-3-methylimidazo[1,2-a]pyridin-6-yl)-4-hydroxypyridin-2(1H)-one (150 mg), (5-chlorothiophen-3-yl)methanol (165 mg) and tributylphosphine (340 mg) in THF (15 ml) was added 1,1′-(azodicarbonyl)dipiperidine (424 mg), and the mixture was stirred at 60° C. for 5 h. The reaction mixture was cooled to room temperature, concentrated in vacuo, and diluted with DCM. The mixture was washed with water and brine successively, dried over Na2SO4, concentrated in vacuo and purified by column chromatography (MeOH/DCM) to afford the title compound (60 mg) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365540B2
Source datasetuspto-grants-2016_06
ORD IDord-d18516ab4f9f47e8b3b2edfd00e38874
Source noteuspto-grants-2016_06