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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 632865Generated: October 29, 2026

Triphenylphosphine → 1-cyclopropyl-3-((1-(4-fluorobutyl)-1H-imidazo[4,5-b]pyridin-2-yl)methyl)-1H-imidazo[4,5-c]pyridin-2(3H)-one

https://huagongshe.com/reaction/632865

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
Reactant1-Cyclopropyl-1,3-dihydroimidazo[4,5-c]pyridine-2-oneHCID 22349361—
Reactant(1-(4-fluorobutyl)-1H-imidazo[4,5-b]pyridin-2-yl)methanolHCID 67991782—
SolventTetrahydrofuranHCID 8028—
Product1-cyclopropyl-3-((1-(4-fluorobutyl)-1H-imidazo[4,5-b]pyridin-2-yl)methyl)-1H-imidazo[4,5-c]pyridin-2(3H)-oneHCID 6797553263.3%

Reaction Steps

To a suspension of (1-(4-fluorobutyl)-1H-imidazo[4,5-b]pyridin-2-yl)methanol 42-5 (958 mg, 4.3 mmol), 1-cyclopropyl-1H-imidazo[4,5-c]pyridin-2(3H)-one 10-d (950 mg, 5.15 mmol) and triphenylphosphine (1350 mg, 5.15 mmol) in 30 ml dry THF was added (E)-diisopropyl diazene-1,2-dicarboxylate (1.26 ml, 6.43 mmol) at room temperature. The reaction mixture was stirred at room temperature for 16 hours. The precipitate was filtered off and washed with some diethyl ether to obtain the title product as a white powder (1036 mg, 63%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321767B2
Source datasetuspto-grants-2016_04
ORD IDord-0cc761e3b17c444ba89441463da045bd
Source noteuspto-grants-2016_04