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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 63261Generated: October 27, 2026

Sodium Azide → 4-((6-(3-Azido-2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxypropyl)pyridin-3-yl)oxy)benzonitrile

https://huagongshe.com/reaction/63261

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
ReactantSodium BicarbonateHCID 516892—
Reactant4-((6-((2-(2,4-Difluorophenyl)oxiran-2-yl)difluoromethyl)pyridin-3-yl)oxy)benzonitrileHCID 89309084—
SolventDimethylformamideHCID 6228—
Product4-((6-(3-Azido-2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxypropyl)pyridin-3-yl)oxy)benzonitrileHCID 11772044686.5%

Reaction Steps

A solution of 4-((6-((2-(2,4-difluorophenyl)oxiran-2-yl)difluoromethyl)pyridin-3-yl)oxy)benzonitrile (3.5 g, 8.74 mmol) and sodium azide (1.705 g, 26.2 mmol) in DMF (43.7 mL) was heated at 50° C. for 17 h. The reaction was poured into sat. aq. NaHCO3, and the mixture was extracted with Et2O (3×). The combined organic phases were washed with brine, dried (MgSO4) and concentrated to give the title compound as a brown oil (3.353 g, 69%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447073B2
Source datasetuspto-grants-2016_09
ORD IDord-9e8e3bc9e9bd4bb4b010383f5613fe20
Source noteuspto-grants-2016_09