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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1405772Generated: October 31, 2026

Picolinic acid → HCID 66748603, compound

https://huagongshe.com/reaction/1405772

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPicolinic acidHCID 1018—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant5-Bromo-2-fluorotolueneHCID 123527—
Reactant4-(2-Aminopyridin-3-yl)phenolHCID 66748477—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 66748603HCID 6674860345.8%

Reaction Conditions

Temperature130 °C

Reaction Steps

Copper(I) iodide (102 mg) was added to a mixture of picolinic acid (66.1 mg), 4-(2-aminopyridin-3-yl)phenol (500 mg), tripotassium phosphate (1710 mg), 4-bromo-1-fluoro-2-methylbenzene (609 mg) and DMSO (8 mL). The mixture was stirred at 130° C. under nitrogen for 5 hr. Activated carbon was added and the insoluble solid was removed by filtration through NH-silica gel/Celite pad (eluted with EtOAc). Water was added and the extracted organic layer was washed with brine. Silica-gel was added to the organic layer and the volatiles were removed in vacuo. The mixture supported on silica-gel was purified by column chromatography (NH-silica gel, eluted with EtOAc in hexane) to give the title compound (362.3 mg) as a pale-yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08916551B2
Source datasetuspto-grants-2014_12
ORD IDord-131deda8687747cb8d0b2a5bb0bfb0e1
Source noteuspto-grants-2014_12