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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 559552Generated: October 28, 2026

8-Hydroxyquinoline → N-((1-(4-(2-oxopyridin-1(2H)-yl)phenyl)-1H-imidazol-4-yl)methyl)-1H-indole-6-carboxamide

https://huagongshe.com/reaction/559552

Reaction equation

Participants

RoleNameHCIDCharge
Reactant8-HydroxyquinolineHCID 1923—
ReactantPotassium CarbonateHCID 11430—
ReactantN-((1-(4-iodophenyl)-1H-imidazol-4-yl)methyl)-1H-indole-6-carboxamideHCID 66974184—
ReactantHCID 178516071HCID 178516071—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventDimethyl SulfoxideHCID 679—
ProductN-((1-(4-(2-oxopyridin-1(2H)-yl)phenyl)-1H-imidazol-4-yl)methyl)-1H-indole-6-carboxamideHCID 59386644—

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of N-((1-(4-iodophenyl)-1H-imidazol-4-yl)methyl)-1H-indole-6-carboxamide prepared above, 2-hydroxypyridine 1-7 (130 mg, 1.37 mmol), 8-hydroxyquinoline (30 mg, 0.21 mmol) and K2CO3 (246 mg, 1.78 mmol) in DMSO (2 mL) was degassed before being charged with CuI (43 mg, 0.23 mmol). The mixture in a sealed tube was heated at 130° C. overnight. It was then purified by HPLC to give the title compound (50 mg). MS 410.1 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063077B2
Source datasetuspto-grants-2011_11
ORD IDord-19e8dbe4f583436eb0faf47a20cb1d67
Source noteuspto-grants-2011_11