Hydrochloric Acid → HCID 68430203, compound

Participants

Reaction Steps

To a solution of the HCl salt of racemic-(6R,8aS)-6-phenylhexahydropyrrolo[1,2-a]pyrazin-4(1H)-one (0.25 g, 0.99 mmol) and DIEA (0.345 mL, 1.99 mmol) in dichloromethane (4 mL) at ambient temperature was added isopropyl isocyanate (0.146 mL, 1.48 mmol). The mixture was stirred at ambient temperature for 18 h. The solvent was removed under vacuum and the residue was partitioned between ethyl acetate and brine. The EtOAc layer was separated, dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum. The residue was subjected to HPLC purification on C-18 stationary phase eluted with water/acetonitrile/TFA mobile phase. Concentration of appropriate fractions afforded (6R,8aS)-N-isopropyl-4-oxo-6-phenylhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxamide. HPLC RT=2.68 min (Method A); ES MS (M+H)=302.3.

Provenance & Evidence