Structural Studies on Bioactive Compounds. Part 38. 1 Reactions of 5-Aminoimidazole-4-Carboxamide: Synthesis of Imidazo[1,5- a ]Quinazoline-3-Carboxamides †
5-Aminoimidazole-4-carboxamide reacts with aromatic aldehydes to afford Schiff bases which can be cyclised to imidazo[1,5-a]quinazoline-3-carboxamides in DMF/sodium hydride. The potassium salt of imidazo[1,5-a]quinazoline-3-carboxylic acid undergoes deuterium exchange in D2O at the 1-position.
Part 37: RichardsonM. L., and StevensM. F. G., J. Chem. Res., 2002, 482–484.
2.
ListerJ.H., Fused Pyrimidines, Part II. Purines. In: The Chemistry of Heterocyclic Compounds, Ed. BrownD.J., John Wiley & Sons, Inc., New York, 1971, pp. 91–100.
3.
HortonJ.K., and StevensM. F. G., J. Chem. Soc., Perkin Trans. 1, 1981, 1433.
4.
BaigG.U., and StevensM. F. G., J. Chem. Soc., Perkin Trans. 1, 1981, 1424.
5.
StevensM.F. G., HickmanJ. A., StoneR., GibsonN. W., BaigG. U., LuntE., and NewtonC. G., J. Med. Chem., 1984, 27, 196.
6.
OsobaD., BradaM., YungW. K. A., and PradosM., J. Clin. Oncol., 2000, 18, 1481–1491.
