Hydrochloric Acid → HCID 58136712, compound

Participants

Reaction Steps

11.05 ml of 1 N aqueous sodium hydroxide solution were added to a solution of 4.18 g (7.363 mmol) of ethyl 3-{3-[(cyclopentyl{4-[(5-oxo-2-phenyl-5,6-dihydro-4H-1,3,4-oxadiazin-4-yl)methyl]phenyl}acetyl)amino]phenyl}propanoate (Example 180A) in 195 ml of dioxane/water (4:1 v/v). The mixture was stirred at room temperature overnight and then acidified to pH 1 with 1 N hydrochloric acid and extracted repeatedly with ethyl acetate. The combined organic phases were washed with saturated sodium chloride solution, dried over sodium sulfate and concentrated on a rotary evaporator. The crude product was dissolved in ethyl acetate and filtered through silica gel. Activated carbon was added to the filtrate, and the mixture was heated at reflux and filtered through Tonsil. Concentration under reduced pressure gave 3.20 g (81% of theory) of the title compound.

Provenance & Evidence