The issues of diagnostics of the technological objects operation of the main oil pipeline and control of their operation modes using automated systems are investigated. The systems and methods for diagnostics and determination of oil leakage from main oil pipelines are studied. A method for remote detection of oil leakage from main oil pipelines is described. SCADA systems that allow monitoring changes in all pumping technological parameters in real mode are described. The mathematical formulation of the problem of controlling the operating modes of technological objects of the main oil pipeline in the conditions of indistinctness of some part of the initial information is formalized and obtained. Based on the modification of the idea of the principle of the main criterion, a heuristic method for the effective solution of the obtained fuzzy problem has been developed.