Tetrahedron

Base catalyzed intramolecular transamidation of 2-aminoquinazoline derivatives on solid phase

RK Grover, AP Kesarwani, GK Srivastava, B Kundu…

Index: Grover, Rajesh K.; Kesarwani, Amit P.; Srivastava, Gaurav K.; Kundu, Bijoy; Roy, Raja Tetrahedron, 2005 , vol. 61, # 21 p. 5011 - 5018

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Citation Number: 17

Abstract

A novel intramolecular cyclo-elimination via transamidation on the Rink Amide AM resin under mild basic conditions is presented. The methodology led to the synthesis of an important class of cardiotonic agents: imdiazo-and pyrimido-quinazolines from the corresponding 2-aminoquinazoline hydrobromide salt under mild basic conditions. NMR based titration studies revealed the role of hydrobromide as a molecular switch, which on ...