1,2-Diaminocyclohexane, trans- → 5-Chloro-N-((1-(4-(2-oxo-tetrahydropyrimidin-1(2H)-yl)phenyl)-1H-imidazol-4-yl)methyl)thiophene-2-carboxamide

https://huagongshe.com/de/reaction/499768

Beteiligte Stoffe

Rolle	Name	HCID	Einwaage
Edukt	1,2-Diaminocyclohexane, trans-	HCID 43806	—
Edukt	Potassium Phosphate, Tribasic	HCID 62657	—
Edukt	2(1H)-Pyrimidinone, tetrahydro-	HCID 74615	—
Edukt	5-Chloro-N-((1-(4-iodophenyl)-1H-imidazol-4-yl)methyl)thiophene-2-carboxamide	HCID 24986897	—
Katalysator	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
Lösungsmittel	1,4-Dioxane	HCID 31275	—
Produkt	5-Chloro-N-((1-(4-(2-oxo-tetrahydropyrimidin-1(2H)-yl)phenyl)-1H-imidazol-4-yl)methyl)thiophene-2-carboxamide	HCID 24760093	5,3%

Reaktionsbedingungen

Temperatur	110 °C

Reaktionsschritte

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), tetrahydro-2-pyrimidinone (54 mg, 0.54 mmol), 1,2-trans-diaminocyclohexane (13 μL, 0.11 mmol) and K3PO4 (100 mg, 0.47 mmol) in dioxane (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 (4 mg). MS 416.1 and 418.1 (M+H, Cl pattern).

Herkunft & Nachweise

DOI	10.6084/m9.figshare.5104873.v1
Patentnummer	US07767697B2
Quelldatensatz	uspto-grants-2010_08
ORD ID	ord-d944294a93c149b2a9415cef5bb56741
Quellennotiz	uspto-grants-2010_08