38277-48-4Relevant academic research and scientific papers
SYNTHESIS OF A NEW HETEROCYCLIC RING SYSTEMS VIA NUCLEOPHILIC SUBSTITUTION OF PYRIMIDOPYRIDAZINES
Szabo, K. J.,Csaszar, J.,Toro, A.
, p. 4485 - 4496 (2007/10/02)
Hydroxy groups at positions C5 and C8 were replaced in 2-phenyl- and 2-aminopyrimidopyridazines by better leaving groups (Cl, OSiMe3, and SMe, OSiMe3 respectively), and the 5,8-disubstituted compounds were substituted by aminoalkanols.The 5- and 8-mono(ω-hydroxyalkylamino) derivatives obtained in regioselective reactions were cyclized into imidazopyrimidopyridazine, imidazopyrimidopyridazine, dipyrimidopyridazine and dipyrimidopyridazine derivatives containing new heterocyclic ring systems.Kinetic measurments and MNDO calculations showed that C8 site at the pyridazine ring is more reactive than C5, and aminolysis follows by usual two-step SNAr mechanism.
