Reaktion #730202

Reaktionsgleichung

5-chloro-N-((1-(4-iodophenyl)-1H-1,2,3-triazol-4-yl)methyl)thiophene-2-carboxamide

4-N-Boc-2-oxo-piperazine

N,N′-dimethylethylenediamine

potassium carbonate

→

title compound

5-Chloro-N-((1-(4-(2-oxopiperazin-1-yl)phenyl)-1H-1,2,3-triazol-4-yl)methyl)thiophene-2-carboxamide

Lösungsmittel

ethyl acetate

dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenIt was washed with brine
2. 2
   Sonstigedried
3. 3
   Einengenconcentrated in vacuo
4. 4
   workup.ADDITIONThe residue was treated with neat TFA for 15 min

Vorschrift

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).

Quelle