The reactivity of 8-iodoimidazo[1,2-a]pyridine towards copper- and palladium-catalyzed aminations is reported. The copper-based methodology led to the attempted coupling products in only poor yields due to difficult purifications. On the contrary, good coupling yields were obtained using palladium-catalyzed amination protocols. The superiority of Pd2dba3 was demonstrated over Pd(OAc)2.