Reaktion #158274

Reaktionsgleichung

HATU

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

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

triethylamine

→

title compound

Ausbeute 82.6%

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

Ausbeute 82.6%

Lösungsmittel

ethyl acetate

water

brine

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionthe mixture was extracted with ethyl acetate
2. 2
   WaschenThe extract was washed with saturated brine (4×50 mL)
3. 3
   Trocknendried over anhydrous magnesium sulfate
4. 4
   Sonstigethe solvent was evaporated under reduced pressure
5. 5
   SonstigeThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

Vorschrift

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).

Quelle