N,N'-Dimethylethylenediamine → HCID 24989848, compound

Participants

Role	Name	HCID	Charge
Reactant	N,N'-Dimethylethylenediamine	HCID 8070	—
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	Tert-butyl 3-oxopiperazine-1-carboxylate	HCID 3157178	—
Reactant	5-chloro-N-((1-(4-iodophenyl)-1H-1,2,3-triazol-4-yl)methyl)thiophene-2-carboxamide	HCID 57640693	—
Catalyst	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
Solvent	Ethyl Acetate	HCID 8857	—
Solvent	1,4-Dioxane	HCID 31275	—
Product	HCID 24989848	HCID 24989848	—

Reaction Conditions

Temperature	120 °C

Reaction Steps

A mixture of 5-chloro-N-((1-(4-iodophenyl)-1H-1,2,3-triazol-4-yl)methyl)thiophene-2-carboxamide (100 mg, 0.22 mmol), 4-N-Boc-2-oxo-piperazine (88 mg, 0.44 mmol), CuI (13 mg, 0.066 mmol), N,N′-dimethylethylenediamine (8 μL, 0.066 mmol), potassium carbonate (61 mg, 0.44 mmol) in 5 mL dioxane in a sealed tube was stirred for 2 days at 120° C. The mixture was diluted with ethyl acetate (200 mL). It was washed with brine, dried, and concentrated in vacuo. The residue was treated with neat TFA for 15 min and directly subjected to prep HPLC to isolate the title compound. MS found for C18H17ClN6O2S (M+H)+ 417.1, 419.1 (Cl pattern).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07696352B2
Source dataset	uspto-grants-2010_04
ORD ID	ord-24efe464cce349bbbc0a9f4a302544d9
Source note	uspto-grants-2010_04