EXP-561

EXP-561 is a drug which acts as a inhibitor of the reuptake of serotonin, dopamine, and norepinephrine. It was developed in the 1960s by Du Pont and was suggested as a potential antidepressant but was never marketed.

Synthesis

 * 1) Acrylonitrile, Triton B, tBuOH, 1 h @20 °C, 76%
 * 2) KOH, H2O, reflux overnight, 72%
 * 3) KOAc, Ac2O, 2 h reflux, then destillation @250 °C, 45%
 * 4) KOH, EtOH, 20 °C overnight, 73%
 * 5) NH2NH2, 5 h reflux, then KOH, diethylene glycol, 220 °C, 62%