8-Hydroxyquinoline → HCID 24987260, compound

Participants

Role	Name	HCID	Charge
Reactant	8-Hydroxyquinoline	HCID 1923	—
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	HCID 68511944	HCID 68511944	—
Reactant	HCID 178523075	HCID 178523075	—
Catalyst	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
Solvent	Dimethyl Sulfoxide	HCID 679	—
Product	HCID 24987260	HCID 24987260	15.7%

Reaction Conditions

Temperature	130 °C

Reaction Steps

A mixture of 1-(5-iodopyridin-2-yl)pyridin-2(1H)-one (75 mg, 0.25 mmol), N-((1H-imidazol-4-yl)methyl)-5-chlorothiophene-2-carboxamide (60 mg, 0.17 mmol), 8-hydroxyquinoline (10 mg, 0.069 mmol) and K2CO3 (100 mg, 0.72 mmol) in DMSO (1 mL) was degassed with Argon before being charged with CuI (19 mg, 0.10 mmol). The mixture in a sealed tube was heated at 130° C. overnight. It was then purified by HPLC to give the title compound (11 mg). MS found for C19H14ClN5O2S: 412.0 and 414.0 (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-aaab1250008b41579aa8a92dafdd2802
Source note	uspto-grants-2010_04