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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1748013Generated: October 30, 2026

Picolinic acid → HCID 66748309, compound

https://huagongshe.com/reaction/1748013

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPicolinic acidHCID 1018—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant5-Bromo-2-chloroanisoleHCID 2769567—
Reactant4-(2-Aminopyridin-3-yl)phenolHCID 66748477—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 66748309HCID 6674830940.9%

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), 4-bromo-1-chloro-2-methoxybenzene (714 mg) and DMSO (8 mL). The mixture was stirred at 130° C. under nitrogen for 4 hr. Activated carbon was added and the insoluble solid was removed by filtration through NH-silica gel/Celite pad (eluted with EtOAc). Silica-gel was added to the filtrate 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) and concentrated. The residue was purified by column chromatography (silica gel, eluted with EtOAc in hexane) to give the title compound (359 mg) as pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150591B2
Source datasetuspto-grants-2015_10
ORD IDord-498484e774b54459b2828cff75a25e3e
Source noteuspto-grants-2015_10