Chemical properties of 3-<i>tert</i>-butyl-2-oxo1,2-dihydropyrrolo[1,2-<i>b</i>][1,2,4]triazin-6-carboxylates

Abstract

Alkaline hydrolysis of 6- tert -butyl-8-ethyl-7-amino-3- tert -butyl-2-oxo-1,2-dihydropyrrolo[1,2- b ][1,2,4]triazin6,8-dicarboxylate gave the corresponding 8-carboxylic acid, treatment of which with n -BuBr or NBS/TEA led to the decarboxylation and alkylation of N1, C2O or bromination of the C8 ring position, respectively. Diazotization of 7-amino-3- tert -butyl-8-R1-2-ОR2-pyrrolo[1,2- b ][1,2,4]triazin-6-carboxylates furnished 7-azido (R1 = Br, CO2Et;R1 = H, n -Bu) and 7-unsubstituted (R1 = Br, CN; R2 = n -Bu, CH2CO2Et, CH2Boc) derivatives, and also 7-(1 H -1,2,3-triazol-1-yl)pyrrolo[1,2- b ][1,2,4]triazin-6,8-dicarboxylate. The spectral and X-Ray structural features, as well as antimicrobial activity of the synthesized compounds are considered.