In the literature it is well documented that the amino group of 3-amino-6-chloropyridazine (1) deactivates the C-6 position for nucleophilic attack and extreme reaction conditions are reported to perform nucleophilic aromatic substitution reactions on this skeleton [1]. In the standard literature procedure for the alcoholysis (boiling point of alcohol < 140 °C) and alkanethiolysis of 1 an autoclave is used as the reaction vessel. Recently, we described suc- cessful Suzuki and Stille ...
[Harrison, P. W.; Barlin, G. B.; Davies, L. P.; Ireland, S. J.; Matyus, P.; Wong, M. G. European Journal of Medicinal Chemistry, 1996 , vol. 31, # 9 p. 651 - 662]