Reacción #158274

Ecuación de reacción

HATU

5-chloro-2-(4-chlorophenyl)-2-methylpentanoic acid

3-methoxy-4-(2-methyl-1,3-oxazol-5-yl)benzohydrazide

triethylamine

→

title compound

Rendimiento 82.6%

N′-[5-chloro-2-(4-chlorophenyl)-2-methylpentanoyl]-3-methoxy-4-(2-methyl-1,3-oxazol-5-yl)benzohydrazide

Rendimiento 82.6%

Disolventes

ethyl acetate

water

brine

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónthe mixture was extracted with ethyl acetate
2. 2
   LavadoThe extract was washed with saturated brine (4×50 mL)
3. 3
   Secadodried over anhydrous magnesium sulfate
4. 4
   Otrothe solvent was evaporated under reduced pressure
5. 5
   OtroThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

Procedimiento

To a mixture of 5-chloro-2-(4-chlorophenyl)-2-methylpentanoic acid (6.34 g), 3-methoxy-4-(2-methyl-1,3-oxazol-5-yl)benzohydrazide (5.0 g) and triethylamine (6.78 mL) in DMF (50 mL) was added HATU (9.23 g) at 0° C., and the mixture was stirred at room temperature for 14 hr. The reaction mixture was diluted with ethyl acetate (50 mL), water (150 mL) and saturated brine (50 mL), and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine (4×50 mL), and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (8.19 g).

Fuente