A diversity oriented synthesis of 2,10-dioxo-10H-1,2,3,4,4a,5-hexahydropyridazino[3,2-b]quinazolines

Elisabeth Schuler, Nacho Juanico, Jordi Teixidó, Enrique L. Michelotti, José I. Borrell

Research output: Indexed journal article Articlepeer-review

6 Citations (Scopus)


A parallel method for the synthesis of the title compounds is described. Thus, methyl anthranilates (5) are transformed into 2-aminobenzohydrazides (3) which were treated with 4-oxo acids (4) to afford in high yields and acceptable purity of piridazino[3,2-b]quinazolines (1). Compounds (1) present four diversity centers (R1, R2, R3, and R4). The range of chemically acceptable substituents at each center has been evaluated. The isolation of a possible intermediate in the formation of 1, which presents an amino structure (10), has allowed proposing a complete mechanistic rationalization for the formation of structures (1).

Original languageEnglish
Pages (from-to)161-173
Number of pages13
Issue number1
Publication statusPublished - 1 Jan 2006


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