Potassium Carbonate → HCID 121386212, compound

https://huagongshe.com/reaction/2202996

Participants

Role	Name	HCID	Charge
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	trans-N,N'-dimethyl-1,2-cyclohexanediamine	HCID 2733821	—
Reactant	4-[(4-Chlorophenyl)methoxy]pyridin-2(1H)-one	HCID 57497864	—
Reactant	Ethyl 2-(6-iodo-3-methylimidazo[1,2-a]pyridin-2-yl)cyclopropanecarboxylate	HCID 121386225	—
Catalyst	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
Solvent	1,4-Dioxane	HCID 31275	—
Product	HCID 121386212	HCID 121386212	88.1%

Reaction Conditions

Temperature	110 °C

Reaction Steps

To a mixture of ethyl 2-(6-iodo-3-methylimidazo[1,2-a]pyridin-2-yl)cyclopropanecarboxylate (280 mg), 4-((4-chlorobenzyl)oxy)pyridin-2(1H)-one (140 mg), potassium carbonate (243 mg) and dioxane (2 ml) were added CuI (57 mg) and trans-N,N′-dimethyl-cyclohexane-1,2-diamine (43 mg), and the mixture was heated at 110° C. for 12 h. The reaction mixture was then cooled to room temperature and concentrated in vacuo. The resulting residue was diluted with DCM, washed with brine, dried over Na2SO4, concentrated in vacuo and purified by column chromatography (MeOH/DCM) to afford the title compound (250 mg) as a white solid.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09365540B2
Source dataset	uspto-grants-2016_06
ORD ID	ord-474eb6c644ee4f9fb56387bc38c77414
Source note	uspto-grants-2016_06