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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 388517Generated: October 30, 2026

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

https://huagongshe.com/reaction/388517

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-difluorophenyl)pyridine-2-carboxamideHCID 6850372778.6%

Reaction Steps

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

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08377938B2
Source datasetuspto-grants-2013_02
ORD IDord-990327e01a054009a4d1ee6a72938531
Source noteuspto-grants-2013_02