Hydrochloric Acid → HCID 136348330, compound

Participants

Reaction Conditions

Reaction Steps

To a sealed pressure vessel was added (E)-1-(4-amino-2-methylphenyl)-3-(4-hydroxy-3-methylphenyl)prop-2-en-1-one (2) (1.5 g, 5.6 mmol), EtOH (10 mL), 4N HCl in dioxanes (20 mL, 80 mmol), and urea (1.74 g, 29.1 mmol). The pressure vessel was sealed and heated to 110° C. overnight. Another 1 g of urea was added and heated for another 5 h. The reaction was then cooled to rt, concentrated via rotary evaporation and columned purified on silica gel (10:90 to 20:80 MeOH:EtOAc) to give 6-(4-amino-2-methylphenyl)-4-(4-hydroxy-3-methylphenyl)pyrimidin-2(1H)-one (3) (1.1 g, 64% yield).

Provenance & Evidence