Réaction #158274

Équation de réaction

HATU

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

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

triethylamine

→

title compound

Rendement 82.6%

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

Rendement 82.6%

Solvants

ethyl acetate

water

brine

DMF

Conditions de réaction

Traitement

1. 1
   Extractionthe mixture was extracted with ethyl acetate
2. 2
   LavageThe extract was washed with saturated brine (4×50 mL)
3. 3
   Séchagedried over anhydrous magnesium sulfate
4. 4
   Autrethe solvent was evaporated under reduced pressure
5. 5
   AutreThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

Mode opératoire

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).

Source