Glycine ethyl ester, hydrochloride → HCID 69599109, compound

Participants

Reaction Conditions

Reaction Steps

A portion of 2-{(4Z)-4-[4-(2-bromophenoxy)benzylidene]-5-oxo-4,5-dihydro-1,3-oxazol-2-yl}phenyl acetate (0.10 g, 0.229 mmol), prepared as described above, is suspended in DCM (10 mL) and treated with glycine ethyl ester hydrochloride (67 m g, 0.48 mmol). The reaction is heated to 60° C. for 4 hours and then concentrated. The resulting solid is triturated with EtOAc to provide ethyl N-{(2Z)-3-[4-(2-bromophenoxy)phenyl]-2-[(2-hydroxybenzoyl)amino]prop-2-enoyl}glycinate, which is subsequently suspended in 1N NaOH (1 mL) and ethanol (1 mL) and stirred at 25° C. for 3 hours. The ethanol is removed and several drops of concentrated HCl added and a precipitate is formed. Filtration afforded 65 mg of N-{(2Z)-3-[4-(2-bromophenoxy)phenyl]-2-[(2-hydroxybenzoyl)amino]prop-2-enoyl}glycine.

Provenance & Evidence