In recent years, magnetically active CuFe2O4 nanoparticles have been gaining significant interest in the field of heterogeneous catalysis as those can be easily prepared and effortlessly recovered from a reaction system. Here, we are reporting our work on cascade syntheses of 1,3‐dimethyl‐6‐nitro‐5‐arylpyrido[2,3‐d]pyrimidine‐2,4(1H,3H)‐diones starting from 6‐[(dimethylamino)methylene‐amino]‐1,3‐dimethyluracil, aromatic aldehydes and nitromethane using magnetically active CuFe2O4 catalyst system under microwave irradiation and solvent‐less condition. The current methodology is a valued addition to the existing procedures of 5‐arylpyrido[2,3‐d]pyrimidines syntheses making best use of the diene behavior of 6‐[(dimethylamino)methylene‐amino]‐1,3‐dimethyluracil. However, heterogeneous catalysis has been employed for the first time to do the syntheses by carrying out [4 + 2]cycloaddition reaction between 6‐[(dimethylamino)methylene‐amino]‐1,3‐dimethyluracil and in situ generated 2‐(2‐nitrovinyl)arenes/heteroarenes. The methodology is highly time‐economic, and along with other features like easy recovery and good reusability of the catalyst, simple operating procedure, wide substrate scope, and good to excellent product yield, it offers the chemists a reaction protocol worth trying for the syntheses of 1,3‐dimethyl‐6‐nitro‐5‐arylpyrido[2,3‐d]pyrimidine‐2,4(1H,3H)‐diones. While laboratory prepared catalyst system was characterized using FT‐IR, XRD, SEM‐EDX, VSM, XPS and TEM analysis, all the synthesized compounds have been characterized using 1H and 13C NMR spectroscopy and HRMS.