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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2066279Generated: November 3, 2026

Sodium Hydroxide → 4-(4-Amino-2,5-difluorophenoxy)pyridine-2-carboxamide

https://huagongshe.com/reaction/2066279

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant4-Chloropyridine-2-carboxamideHCID 303543—
Reactant4-Amino-2,5-difluorophenolHCID 2778762—
ReactantPotassium tert-butoxideHCID 23665647—
SolventDimethyl SulfoxideHCID 679—
Product4-(4-Amino-2,5-difluorophenoxy)pyridine-2-carboxamideHCID 2478862874%

Reaction Steps

4-Amino-2,5-difluorophenol (4.95 g) was dissolved in dimethyl sulfoxide (50 ml) under a nitrogen flow, and potassium tert-butoxide (4.05 g) was added at room temperature, followed by stirring for 25 min. 4-Chloropyridine-2-carboxamide (2.70 g) was added thereto, followed by stirring at 80° C. for 2.5 hr. The reaction mixture was allowed to cool down to room temperature, and a 1N aqueous solution of sodium hydroxide (74.25 ml) was added, followed by stirring for 10 hr. The precipitated solid was collected by filtration, and the resultant solid was washed with water. This solid was dried under hot air at 100° C. for 24 hr to provide the titled compound as purple powder (3.38 g, 74%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08288538B2
Source datasetuspto-grants-2012_10
ORD IDord-1037a0f71dab4a3495ad7589bbae9ccc
Source noteuspto-grants-2012_10