Reacción #809592

Ecuación de reacción

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

Disolventes

acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónthe aqueous layer was extracted 3× with ethyl acetate
2. 2
   LavadoThe combined organic layers were washed with water, brine
3. 3
   Secadodried over magnesium sulfate
4. 4
   FiltraciónThe solution was filtered
5. 5
   Otrothe solvent removed under reduced pressure
6. 6
   OtroThe residue was triturated twice with cold hexane
7. 7
   Otrodried

Procedimiento

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%)

Fuente