8-Hydroxyquinoline → HCID 24986896, compound

Participants

Role	Name	HCID	Charge
Reactant	8-Hydroxyquinoline	HCID 1923	—
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	HCID 59260114	HCID 59260114	—
Reactant	HCID 178516071	HCID 178516071	—
Catalyst	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
Solvent	Dimethyl Sulfoxide	HCID 679	—
Product	HCID 24986896	HCID 24986896	—

Reaction Conditions

Temperature	130 °C

Reaction Steps

A mixture of 5-chloro-N-((2-(4-iodophenyl)-1-methyl-1H-imidazol-4-yl)methyl)thiophene-2-carboxamide prepared above (14 mg, 0.031 mmol), 2-hydroxypyridine (14 mg, 0.15 mmol), 8-hydroxyquinoline (14 mg, 0.097 mmol) and K2CO3 (30 mg, 0.22 mmol) in DMSO (0.5 mL) was degassed with Argon before being charged with CuI (9 mg, 0.047 mmol). The mixture in a sealed tube was heated at 130° C. overnight. It was then purified by HPLC to give the titled compound (2 mg). MS 425.1 and 427.1 (M+H, Cl pattern).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07696352B2
Source dataset	uspto-grants-2010_04
ORD ID	ord-f7df8b38ed774fb5b660f1cea8e8dc50
Source note	uspto-grants-2010_04