A Concise Synthesis of a Novel Insulin-Like Growth Factor I Receptor (IGF-IR) Inhibitor†

J Slade, J Bajwa, H Liu, D Parker, J Vivelo…

Index: Slade, Joel; Bajwa, Joginder; Liu, Hui; Parker, David; Vivelo, James; Chen, Guang-Pei; Calienni, John; Villhauer, Edwin; Prasad, Kapa; Repic, Oljan; Blacklock, Thomas J. Organic Process Research and Development, 2007 , vol. 11, # 5 p. 825 - 835

Full Text: HTML

Citation Number: 23

Abstract

An efficient synthesis of a potent insulin-like growth factor I receptor (IGF-IR) inhibitor AEW541 (1) is described. The key step in the synthesis is the cis-selective reductive amination of cyclobutanone, which sets up the desired 1, 3-stereochemistry of the cyclobutane ring. The amino group thus generated is used as a handle to build the pyrrolopyrimidine ring. The final step resulting in 1 is accomplished by alkylation of in situ ...