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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2203075Generated: November 1, 2026

Tributylphosphine → HCID 89691170, compound

https://huagongshe.com/reaction/2203075

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
Reactant(5-Bromothiophen-3-yl)methanolHCID 19006171—
Reactant1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-hydroxypyridin-2(1H)-oneHCID 89691084—
SolventTetrahydrofuranHCID 8028—
ProductHCID 89691170HCID 8969117030.7%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-hydroxypyridin-2(1H)-one (98 mg), (5-bromo-3-thienyl)methanol (135 mg) and tributylphosphine (211 mg) in THF (3 ml) was added 1,1′-(azodicarbonyl)dipiperidine (264 mg), and the reaction mixture was stirred at 60° C. for 3 h. The reaction mixture was concentrated in vacuo. The residue was purified by silica gel column chromatography (hexane/EtOAc then EtOAc/MeOH). The resulting solid was recrystallized from EtOH-water to give the title compound (48.8 mg) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365540B2
Source datasetuspto-grants-2016_06
ORD IDord-947e0da0fde444c09c7dc4184d2a207c
Source noteuspto-grants-2016_06