Synthesis of Myc-Inhibitor-1 Prodrug

Example 9

Myc-inhibitor-1 may be synthesized (FIG. 14) by reacting 4-ethyl benzaldehyde with rhodanine in the presence of a catalytic amount of Tween-80 in potassium carbonate solution at ambient temperature. The mixture may be neutralized with 5% HCl and the precipitant may be treated with saturated NaHSO₃ and re-crystallized with aqueous ethanol. This rhodanine derivative may be reacted to piperidine-mono-tert Boc and formaldehyde. Deprotection of the tert Boc in presence of TFA may produce the Myc-inhibitor-1. Finally Myc-inhibitor-1 may undergo sodium cyano borohydride mediated reductive amination with ALDO (PC) in presence of catalytic amounts of TFA to produce the Myc-rhodanine prodrug.