Reacción #169658

Ecuación de reacción

L-valine methylester

N-methyl morpholine

EDCI.HCl

nicotinic acid

→

required product

3-methyl-2-[pyridine-3-carbonyl]-amino-butyric acid methyl ester

Disolventes

ethyl acetate

DCM

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadowashed with water (3×100mL)
2. 2
   Secadodried over sodium sulphate
3. 3
   OtroThe crude product obtained upon evaporation of the solvent
4. 4
   Otrowas further purified by silica gel column chromatography

Procedimiento

To a solution of L-valine methylester (3.0 g, 2.29 mmol), in DCM (30 mL) were added N-methyl morpholine (11.5 mL, 11.45 mmol), EDCI.HCl (8.7 g, 45.8 mmol) and nicotinic acid (3.3 g, 27.4 mmol). The mixture was allowed to stir at room temperature (25° C.) over 3 h under nitrogen atmosphere. The resulting mixture was diluted with ethyl acetate (200 mL), washed with water (3×100mL) and dried over sodium sulphate. The crude product obtained upon evaporation of the solvent was further purified by silica gel column chromatography to obtain required product as sticky solid (2.0 g, 38%).

Fuente