Hydrochloric Acid → 2-(2-oxopyrimidin-1(2H)-yl)propanoic acid

Participants

Reaction Conditions

Reaction Steps

To 2-hydroxypyrimidine hydrochloride (1.27 g, 9.54 mmol) was added 5 N sodium hydroxide solution (5.7 ml) followed by (2S)-2-bromopropanoic acid (0.95 ml, 11 mmol). The reaction mixture was heated at 80° C. for 4 h. After cooling to ambient temperature, the reaction was neutralized with 2N hydrochloric acid (4.8 ml) and then directly purified by reverse phase HPLC (TMC Pro-Pac C18; 0-50% 0.1% trifluoroacetic acid in acetonitrile/0.1% trifluoroacetic acid in water gradient). Removal of the volatiles in vacuo afforded the title compound as a white solid. LC/MS 169.1 (M+1)+.

Provenance & Evidence