2-Imidazolidinone → HCID 16062067, compound

Participants

Role	Name	HCID	Charge
Reactant	2-Imidazolidinone	HCID 8453	—
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	1,2-Diaminocyclohexane, trans-	HCID 43806	—
Reactant	5-Chloro-N-((1-(4-iodophenyl)-1H-imidazol-4-yl)methyl)thiophene-2-carboxamide	HCID 24986897	—
Catalyst	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
Solvent	Dimethyl Sulfoxide	HCID 679	—
Product	HCID 16062067	HCID 16062067	6.9%

Reaction Conditions

Temperature	110 °C

Reaction Steps

A mixture of 5-chloro-N-((1-(4-iodophenyl)-1H-imidazol-4-yl)methyl)thiophene-2-carboxamide 1-6 prepared in Example 1 (80 mg, 0.18 mmol), ethyleneurea (40 mg, 0.47 mmol), 1,2-trans-diaminocyclohexane (15 μL, 0.12 mmol) and K2CO3 (100 mg, 0.72 mmol) in DMSO (1 mL) was degassed with Ar before being charged with CuI (20 mg, 0.11 mmol). The mixture in a sealed tube was heated at 110° C. overnight. It was then purified by HPLC to give the title compound (5 mg). MS 402.1 and 404.1 (M+H, Cl pattern).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07767697B2
Source dataset	uspto-grants-2010_08
ORD ID	ord-a9a2cd11d6dd4f7b94205445643f3f44
Source note	uspto-grants-2010_08