SYNTHESIS OF AN O-CARBORANYL DERIVATIVE OF -PIPERAZINYL)-2,5'-BI-1H-BENZIMIDAZOL-2'-YL]PHENOL

Synthesis of an o-carboranyl derivative of -piperazinyl)-2,5'-bi-1H-be nzimidazol-2'-yl]phenol (1), a candidate for application in baron neut ron capture therapy for cancer treatment, is described. Decaborane was introduced into 3-(p-cyanophenoxy)-1-propyne (11) to form ophenoxymet hyl)-1,2-dicarba-closo-dodecaborane(12) (12), which was transformed in to the corresponding imidate 10 in order to be coupled with 4-cyano-o- phenylenediamine (13) to give nzimidazol-2'-yl)phenoxymethyl]-1,2-dica rba-closo- dodecaborane(12) (14). The latter was reacted to the relate d imidate salt 15 and condensed with 5-(4-methyl-1-piperazinyl)-o-phen ylenediamine (6) to the title compound ]phenoxymethyl}-1,2-dicarba-clo so-dodecaborane(12) (2).