Resumen de Synthesis and ache inhibiting activity of 2, 4 substituted 6-phenyl pyrimidines

Cristian Paz, Martin G Peter, Bernd Schmidt, José Becerra, Margarita Gutiérrez, Luis Astudillo Saavedra, Mário Silva

• Novel substituted pyrimidines were synthesized from methyl 2,4-dioxo-4-phenyl-butanoate (I-A) and urea, followed by Mitsunobu coupling of I-A with benzyl or allyl alcohol to give the corresponding 2-hydroxypyrimidine ethers in good yields. Saponification of I-A, followed by reaction with benzyl or allyl amines in the presence of TBTU yielded 2-hydroxy-6-phenyl-pyrimidine 4-carboxamides. AChE and BuChE assays revealed 2-hydroxy-6-phenyl-pyrimidine-4-carboxyallyamide as the most active compound, IC50= 90 µM, with no inhibition of BuChE.