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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 520672Generated: October 29, 2026

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

https://huagongshe.com/reaction/520672

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant4-Chloropyridine-2-carboxamideHCID 303543—
Reactant4-Amino-2,5-difluorophenolHCID 2778762—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product4-(4-Amino-2,5-difluorophenoxy)pyridine-2-carboxamideHCID 2478862830.6%

Reaction Steps

To a mixture of 4-amino-2,5-difluorophenol (100 mg, 0.64 mmol), and 4-chloropicolinamide (110 mg, 0.71 mmol) in DMF (2 mL) was added NaH (80 mg, 1.3 mmol, 60% dispersed in mineral oil). The reaction mixture was microwaved at 120° C. for 1.5 hours, then cooled to rt, diluted with water (20 mL), and extracted with EtOAc (30 mL×3). The combined organic phases were washed with brine (80 mL), dried over Na2SO4 and concentrated in vacuo. The residue was purified by flash column chromatography with (EtOAc/PE (v/v)=4/1) to afford the title compound as a brown solid (52 mg, 26%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09326975B2
Source datasetuspto-grants-2016_05
ORD IDord-22856af2919440daad49437f93317de0
Source noteuspto-grants-2016_05