Abstract The Buchwald–Hartwig cross‐coupling reaction of 3‐bromo‐4‐indolylmaleimide with various anilines, aminopyridines and amides is described. A wide variety of 3‐amino‐4‐indolylmaleimides and 3‐amido‐4‐indolylmaleimides was prepared in good to excellent yields. We envisage that our protocol to access 3‐(amino/amido)‐4‐indolylmaleimides will find use towards constituting new potentially biologically active compounds.