Reaktion #809592

Reaktionsgleichung

HCl

N-(4-fluoro-3-nitro-phenyl)-N-methyl-benzamide

DIEA

β-alanine amide hydrochloride

→

N-[4-(2-carbamoyl-ethylamino)-3-nitro-phenyl]-N-methyl-benzamide

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionthe aqueous layer was extracted 3× with ethyl acetate
2. 2
   WaschenThe combined organic layers were washed with water, brine
3. 3
   Trocknendried over magnesium sulfate
4. 4
   FiltrationThe solution was filtered
5. 5
   Sonstigethe solvent removed under reduced pressure
6. 6
   SonstigeThe residue was triturated twice with cold hexane
7. 7
   Sonstigedried

Vorschrift

N-(4-fluoro-3-nitro-phenyl)-N-methyl-benzamide (1.47 g, 5.37 mmol) was taken up in dry acetonitrile under argon, DIEA (2.08 g, 16.11 mmol, 2.80 ml) and β-alanine amide hydrochloride (1.00 g, 8.06 mmol) were added. The reaction mixture was heated to 80° C. for 48 h. The reaction was poured into 1N HCl and the aqueous layer was extracted 3× with ethyl acetate. The combined organic layers were washed with water, brine and dried over magnesium sulfate. The solution was filtered and the solvent removed under reduced pressure. The residue was triturated twice with cold hexane and dried to give N-[4-(2-carbamoyl-ethylamino)-3-nitro-phenyl]-N-methyl-benzamide. (1.75 g, 95%)

Quelle