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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747975Generated: November 2, 2026

Picolinic acid → HCID 66748481, compound

https://huagongshe.com/reaction/1747975

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPicolinic acidHCID 1018—
Reactant2-IodotolueneHCID 5128—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant4-(2-Aminopyridin-3-yl)phenolHCID 66748477—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 66748481HCID 6674848152.9%

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), 1-iodo-2-methylbenzene (703 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 (392.8 mg) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150591B2
Source datasetuspto-grants-2015_10
ORD IDord-50a52995a92943b691057d03edcc7d92
Source noteuspto-grants-2015_10