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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 632867Generated: October 30, 2026

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

https://huagongshe.com/reaction/632867

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
Reactant1-Cyclopropyl-1,3-dihydroimidazo[4,5-c]pyridine-2-oneHCID 22349361—
Reactant(1-(4,4-difluorobutyl)-1H-imidazo[4,5-b]pyridin-2-yl)methanolHCID 67991781—
SolventTetrahydrofuranHCID 8028—
Product1-cyclopropyl-3-((1-(4,4-difluorobutyl)-1H-imidazo[4,5-b]pyridin-2-yl)methyl)-1H-imidazo[4,5-c]pyridin-2(3H)-oneHCID 6797586859.4%

Reaction Steps

To a suspension of (1-(4,4-difluorobutyl)-1H-imidazo[4,5-b]pyridin-2-yl)methanol 43-5 (470 mg, 1.9 mmol), 1-cyclopropyl-1H-imidazo[4,5-c]pyridin-2(3H)-one 10-d (431 mg, 2.3 mmol) and triphenylphosphine (613 mg, 2 3 mmol) in 14 ml dry THF was added (E)-diisopropyl diazene-1,2-dicarboxylate (0.6 ml, 2.9 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 (450 mg, 58%). m/z=399 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321767B2
Source datasetuspto-grants-2016_04
ORD IDord-9dbdb1ef174d490b8fb1081755b0da3e
Source noteuspto-grants-2016_04