In the oil shale in situ conversion project, it is urgent to solve the problem that the reaction degree of organic matter cannot be determined. The yield and composition of organic products in each stage of the oil shale pyrolysis reaction change regularly, so it is very important to master the process of the pyrolysis reaction and reservoir change for oil shale in situ conversion project. In the in situ conversion project, it is difficult to directly obtain cores through drilling for kerogen maturity testing, and the research on judging the reaction process of subsurface pyrolysis based on the maturity of oil products has not been carried out in-depth. The simulation experiments and geochemical analysis carried out in this study are based on the oil shale of the Nenjiang Formation in the Songliao Basin and the pyrolysis oil samples produced by the in situ conversion project. Additionally, this study aims to clarify the evolution characteristics of maturity parameters such as effective biomarker compounds during the evolution of oil shale pyrolysis hydrocarbon products and fit it with the kerogen maturity in the Nenjiang formation. The response relationship with the pyrolysis process of oil shale is established, and it lays a theoretical foundation for the efficient, economical and stable operation of oil shale in situ conversion projects.