Synthesis of Two Analogs of AKT Inhibitor-IV via Amine-Exchange Reactions

Abstract:

The N-methylphenylamino group conjugated to the 2 position of the benzimidazolium core via a vinyl group in the structure of AKT inhibitor IV was efficiently substituted by treating AKT inhibitor IV with excess of N-methylcyclohexanamine and N-methylbenzylamine. The two new compounds were characterized by ¹H and ¹³C NMR, IR, and mass spectroscopy. The control experiment with benzimidazole precursor of AKT inhibitor IV resulted in no amine-exchange reaction, indicating that the positive charge in the benzimidazolium salt is the major factor for the activation of the terminal conjugated N-methylphenylamino group.

• Periodical: Advanced Materials Research (Volume 1046)
• Pages: 108-111
• DOI: https://doi.org/10.4028/www.scientific.net/AMR.1046.108
• Online since: October 2014
• Authors: Cheng Jun Wang, Shan Shan Gong, Qi Sun*
• Keywords: AKT, Amine-Exchange Reaction, N-Methylbenzylamine, N-Methylcyclohexanamine

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