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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2202964Generated: October 30, 2026

Tributylphosphine → 1-(2-Cyclopropyl-3-methylimidazo[1,2-a]pyridin-6-yl)-4-((3,4-difluorobenzyl)oxy)pyridin-2(1H)-one

https://huagongshe.com/reaction/2202964

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
Reactant3,4-Difluorobenzyl alcoholHCID 522833—
Reactant1-(2-Cyclopropyl-3-methylimidazo[1,2-a]pyridin-6-yl)-4-hydroxypyridin-2(1H)-oneHCID 89690281—
SolventTetrahydrofuranHCID 8028—
Product1-(2-Cyclopropyl-3-methylimidazo[1,2-a]pyridin-6-yl)-4-((3,4-difluorobenzyl)oxy)pyridin-2(1H)-oneHCID 8970239318.4%

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 (150 mg), (3,4-difluorophenyl)methanol (153 mg) and tributylphosphine (322 mg) in THF (15 ml) was added 1,1′-(azodicarbonyl)dipiperidine (401 mg). The mixture was stirred under sonication 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, washed with water and brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by silica gel column chromatography (MeOH/DCM) to give the title compound (40 mg) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365540B2
Source datasetuspto-grants-2016_06
ORD IDord-acea1aecbcd14011ab9353fef8d95938
Source noteuspto-grants-2016_06