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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1752496Generated: October 28, 2026

Triphenylphosphine → 2-Pyridinecarbonitrile, 3-chloro-5-(2,2-difluoroethoxy)-

https://huagongshe.com/reaction/1752496

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant2,2-Difluoroethan-1-olHCID 136187—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
Reactant3-Chloro-5-hydroxypicolinonitrileHCID 66665473—
SolventTetrahydrofuranHCID 8028—
Product2-Pyridinecarbonitrile, 3-chloro-5-(2,2-difluoroethoxy)-HCID 86689167—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 3-chloro-5-hydroxy-pyridine-2-carbonitrile [1262860-70-7] (0.200 g, 1.23 mmol) in THF (15 ml) was added at 0° C. 2,2-difluoro-ethanol (0.123 g, 1.48 mmol) and triphenylphosphine (0.484 g, 1.84 mmol). After stirring for 10 min at 0° C. DIAD (0.373 g, 1.84 mmol) was added and the reaction mixture was stirred for 2 h at 0° C. followed by 16 h at 25° C. The reaction mixture was concentrated and the title compound was obtained after CombiFlash chromatography on silica gel (hexane/EtOAc 20:1 to 1:1) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09163011B2
Source datasetuspto-grants-2015_10
ORD IDord-77cd79e50ff748e3af1993e6f96b6e9a
Source noteuspto-grants-2015_10