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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1716331Generated: October 29, 2026

Sodium Carbonate → 5-(4-Fluorophenyl)-3-nitropyridin-2-amine

https://huagongshe.com/reaction/1716331

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-Amino-5-bromo-3-nitropyridineHCID 138878—
Reactant4-Fluorophenylboronic acidHCID 285645—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
SolventEthyl AcetateHCID 8857—
Product5-(4-Fluorophenyl)-3-nitropyridin-2-amineHCID 2195607676%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a suspension of 2-amino-5-bromo-3-nitropyridine (2.2 g, 10.1 mmol) in dimethoxyethane (20 mL) were added 4-fluorophenylboronic acid (4.83 g, 13.1 mmol), tetrakis(triphenylphosphine)palladium (580 mg, 0.50 mmol) and 2N aqueous sodium carbonate solution (10 mL). The mixture was stirred at 80° C. for 9 hours under a nitrogen atmosphere. After the reaction mixture was cooled to room temperature, it was diluted with ethyl acetate to give a precipitate, which was collected by filtration, washed with ethyl acetate and then dried to give the title compound (1.76 g, 76%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07803807B2
Source datasetuspto-grants-2010_09
ORD IDord-82f5868008114338a5e0313ef430a8e3
Source noteuspto-grants-2010_09