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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2203005Generated: November 3, 2026

Tributylphosphine → HCID 89690165, compound

https://huagongshe.com/reaction/2203005

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
ReactantHCID 20079668HCID 20079668—
Reactant1-(2-Cyclopropyl-3-methylimidazo[1,2-a]pyridin-6-yl)-4-hydroxypyridin-2(1H)-oneHCID 89690281—
SolventTetrahydrofuranHCID 8028—
ProductHCID 89690165HCID 8969016515%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 1-(2-cyclopropyl-3-methylimidazo[1,2-a]pyridin-6-yl)-4-hydroxypyridin-2(1H)-one (350 mg), (5-(difluoromethyl)-2-thienyl)methanol (409 mg) and tributylphosphine (755 mg) in THF (12 ml) was added 1,1′-(azodicarbonyl)dipiperidine (942 mg), and the reaction mixture was stirred at 60° C. for 3 h. The reaction mixture was cooled to room temperature, concentrated and purified by silica gel column chromatography (hexane/EtOAc then MeOH/EtOAc). The resulting solid was recrystallized from EtOH-hexane to give the title compound (80 mg) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365540B2
Source datasetuspto-grants-2016_06
ORD IDord-2ab81e9d995c401095ba9c1e0918cf49
Source noteuspto-grants-2016_06