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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 633554Generated: October 29, 2026

Hydrochloric Acid → 5-Bromo-6-(2,4-difluorophenoxy)nicotinic acid

https://huagongshe.com/reaction/633554

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantCesium carbonateHCID 10796—
Reactant2,4-DifluorophenolHCID 123051—
Reactant5-Bromo-6-chloropyridine-3-carboxylic acidHCID 285433—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
Product5-Bromo-6-(2,4-difluorophenoxy)nicotinic acidHCID 8672107467.7%

Reaction Conditions

Temperature100 °C

Reaction Steps

5-Bromo-6-chloronicotinic acid (3.00 g, 12.7 mmol), 2,4-difluorophenol (3.30 g, 25.4 mmol) and cesium carbonate (16.5 g, 50.8 mmol) were combined in DMSO (25.4 mL), heated at 100° C. for 6 hours, cooled, diluted with 150 mL of iced water and the pH was adjusted to pH 3 with 12M HCl. The resulting solid was collected by filtration, washed with cold water and dried to constant mass to afford the title compound (2.84 g, 64%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321764B2
Source datasetuspto-grants-2016_04
ORD IDord-28eff1edead04f21a987404d7b228152
Source noteuspto-grants-2016_04