Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2202945Generated: October 31, 2026

Tributylphosphine → HCID 89691196, compound

https://huagongshe.com/reaction/2202945

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
Reactant3,5-Difluorobenzyl alcoholHCID 522721—
Reactant1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-hydroxypyridin-2(1H)-oneHCID 89691084—
SolventTetrahydrofuranHCID 8028—
ProductHCID 89691196HCID 8969119625.8%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-hydroxypyridin-2(1H)-one (150 mg), (3,5-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 (56 mg) as an off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365540B2
Source datasetuspto-grants-2016_06
ORD IDord-20d10abd5288401bbfaa1884b5d08bea
Source noteuspto-grants-2016_06