Tetrahedron

Route selection in the synthesis of C-4 and C-6 substituted thienopyrimidines

S Bugge, SJ Kaspersen, E Sundby, BH Hoff

Index: Bugge, Steffen; Kaspersen, Svein Jacob; Sundby, Eirik; Hoff, Bard Helge Tetrahedron, 2012 , vol. 68, # 45 p. 9226 - 9233

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Citation Number: 12

Abstract

Three different routes have been investigated for the preparation of 6-aryl-N-(1-arylethyl) thienopyrimidin-4-amines. First the possibilities of selective Suzuki reactions on 6-bromo-4- chlorothienopyrimidine were investigated. The preference for mono arylation at C-6 could be increased, in the case of Pd (PPh3) 4 catalysis, by reducing the water content of the reaction, or by using less electron rich Pd-ligands. The highest selectivity was obtained with Pd ( ...

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