A "catch and release" strategy for the parallel synthesis of 2,4,5-trisubstituted pyrimidines.
A resin capture and release strategy for making a combinatorial array of 2,4,5-trisubstituted pyrimidines is demonstrated by capturing beta-ketoesters and beta-ketoamides on a solid-supported piperazine. Through a cyclocondensation reaction, the solid-supported enaminone is reacted with several guanidines under heating or microwave irradiation affording the corresponding pyrimidines in good yield and chemical purity directly on solution. After this final step, the support can be effectively recycled.
Porcheddu
Andrea
A
Dipartimento di Chimica, Università degli Studi di Sassari, via Vienna 2, I-07100 Sassari, Italy. anpo@uniss.it
Giacomelli
Giampaolo
G
De Luca
Lidia
L
Ruda
Antonio Maria
AM