Using gangue backfilling in underground coal mining not only controls the roof deformation in the gob area but also reduces the amount of mining waste rock. However, due to the limitations of the complicated engineering conditions, backfilling mining in the steep coal seam is not widely applied. In this study, a long-distance backfilling technology with a scraper winch for a steep coal seam was proposed and applied in a flexible shield supporting working face in Datai Mine, Beijing. Aiming at the problem of the decreasing backfilling ratio in field practice, numerical simulation was carried out to research the moving law of gangue in the goaf. The gangue mainly experienced four stages: gangue landslide stage, small-scale subsidence stage, funnel-shaped subsidence stage, and large-scale subsidence stage. The moving area of the gangue could be divided into five areas including a motionless area, a landslide area, a subsidence area, a funnel-shaped subsidence area, and a to-be-backfilled area. With the increase of the inclined length of the working face, the moving time of the gangue increased gradually. Based on the simulation results, the scheme of backfilling and mining in Datai Mine was optimized, for which the inclined length of the working face was shortened, and a higher backfilling ratio was obtained.