8-Hydroxyquinoline → HCID 66974180, compound

Participants

Role	Name	HCID	Charge
Reactant	8-Hydroxyquinoline	HCID 1923	—
Reactant	Potassium Phosphate, Tribasic	HCID 62657	—
Reactant	Benzoic acid, 2,5-diiodo-, methyl ester	HCID 10883593	—
Reactant	HCID 178516071	HCID 178516071	—
Catalyst	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
Solvent	1,4-Dioxane	HCID 31275	—
Product	HCID 66974180	HCID 66974180	—

Reaction Conditions

Temperature	130 °C

Reaction Steps

A mixture of methyl 2,5-diiodobenzoate prepared above (1.04 g, 2.67 mmol), 2-hydroxypyridine 1-7 (0.254 g, 2.67 mmol), 8-hydroxyquinoline (0.077 g, 0.53 mmol) and K3PO4 (1.13 g, 5.33 mmol) in dioxane (8 mL) was degassed with Ar before being charged with CuI (0.101 g, 0.53 mmol). The mixture in a sealed tube was heated at 130° C. overnight. It was then purified by HPLC to give 2-iodo-5-(2-oxopyridin-1(2H)-yl)benzoic acid (0.220 g). MS 342.0 (M+H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08063077B2
Source dataset	uspto-grants-2011_11
ORD ID	ord-047b97d567da4d03a99919c8a545f38e
Source note	uspto-grants-2011_11