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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 335825Generated: October 30, 2026

Hydrochloric Acid → 5-Bromo-2-(6-fluoropyridin-2-yloxy)benzoic acid

https://huagongshe.com/reaction/335825

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant5-Bromosalicylic acidHCID 6972—
ReactantCesium carbonateHCID 10796—
Reactant2,6-DifluoropyridineHCID 73934—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
Product5-Bromo-2-(6-fluoropyridin-2-yloxy)benzoic acidHCID 67383164—

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of cesium carbonate (3.20 mL, 40.0 mmol), 5-bromosalicylic acid (4.34 g, 20.00 mmol) and 2,6-difluoropyridine (5.52 g, 48.0 mmol) in 8 mL of DMSO was stirred at 110° C. for 3 h. After cooling to rt, the reaction mixture was dissolved in water and the pH was adjusted to ˜3 with 1 N HCl. The reaction mixture was extracted with EtOAC (3×25 mL), washed with brine and evaporated to dryness to give crude 5-bromo-2-(6-fluoropyridin-2-yloxy)benzoic acid which was used directly in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08883782B2
Source datasetuspto-grants-2014_11
ORD IDord-2f9290cd7e8e42b58c12060726a14682
Source noteuspto-grants-2014_11