N,N'-Dimethylethylenediamine → 5-Chloro-N-((1-(4-(N-methylpropionamido)phenyl)-1H-1,2,3-triazol-4-yl)methyl)thiophene-2-carboxamide

Beteiligte Stoffe

Rolle	Name	HCID	Einwaage
Edukt	N,N'-Dimethylethylenediamine	HCID 8070	—
Edukt	Cesium carbonate	HCID 10796	—
Edukt	N-Methylpropanamide	HCID 14470	—
Edukt	5-chloro-N-((1-(4-iodophenyl)-1H-1,2,3-triazol-4-yl)methyl)thiophene-2-carboxamide	HCID 57640693	—
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-(N-methylpropionamido)phenyl)-1H-1,2,3-triazol-4-yl)methyl)thiophene-2-carboxamide	HCID 59260064	—

Reaktionsbedingungen

Temperatur	120 °C

Reaktionsschritte

The mixture of 5-chloro-N-((1-(4-iodophenyl)-1H-1,2,3-triazol-4-yl)methyl)thiophene-2-carboxamide (100 mg, 0.22 mmol), C2H5CONHCH3 (77 μL, 0.88 mmol), CuI (42 mg, 0.22 mmol), N,N′-dimethylethylenediamine (24 μL, 0.22 mmol), cesium carbonate (290 mg, 0.88 mmol) in 5 mL dioxane in a sealed tube was stirred for 15 hrs at 120° C. The title compound was isolated directly from the reaction mixture using reverse phase prep HPLC. MS found for C18H18ClN5O2S (M+H)+ 404.1, 406.1 (Cl pattern).

Herkunft & Nachweise

DOI	10.6084/m9.figshare.5104873.v1
Patentnummer	US07696352B2
Quelldatensatz	uspto-grants-2010_04
ORD ID	ord-074ac2a2b90e4d018058004aeec0820e
Quellennotiz	uspto-grants-2010_04