This work is devoted to the study of the functioning of the existing mechanism for limiting copyright and free use of intellectual property in the context of the rapid development of artificial intelligence and the formation of a new information technology context. An analysis of current problems arising in the area under consideration through the prism of the study of normative legal regulation and legal doctrine allows us to conclude that current regulatory models need to be updated taking into account the specifics of the introduction of modern technological solutions that imitate human cognitive functions and intellectual efforts. Creating conditions that ensure the possibility of achieving and maintaining a fair balance of interests of participants in legal relations arising in connection with the creation and use of copyright objects is of particular importance in the context of implementing the task of finding a universal assessment toolkit necessary to determine the limits of copyright restriction. Based on the analysis of relevant doctrinal developments and the specifics of the current legal regulation, conclusions are formulated on the dynamic application of the three-stage test.