Synthesis of Substituted Thienopyrimidine-4-ones

摘要

The parallel solution-phase synthesis of more than 3000 substituted thienopyrimidin-4-ones has been accomplished.Key reactions include assembly of the 2-thioxopyrimidin-4-one ring by condensation of isomeric aminothiophenecarboxylates or their appropriate reactive derivatives (isothiocyanates or dithio-carbamates) with the corresponding isothiocyanates or amines.The libraries from libraries were then obtained in good yields and purities using solution-phase alkylation and acylation methodologies.Simple manual techniques for parallel reactions using special CombiSyn synthesizers were coupled with easy purification procedures (crystallization from the reaction mixtures) to give high-purity final products.The scope and limitations of the developed approach are discussed.