Novel substituted benzaldehyde derivatives of 7H-pyrrolo[2,3-d]pyrimidin-4-amine bearing a biologically active azomethine moiety were synthesised, characterised (solubility, stability, melting points), spectral studied (PMR, UV, and FT-IR spectra), and tested for antimicrobial activity. The antibacterial and antifungal activities of the synthesised compounds were demonstrated by MIC values varying from 50 to 250 g/mL. Staphylococcus aureus MCC 2010 was the most resistant, while Escherichia coli MCC 2412 and Pseudomonas aeruginosa MCC 2080 were the most susceptible. The antimicrobial screening results revealed that all tested compounds have considerable activity, with some being more active than the reference drugs used. (streptomycin and fluconazole).