Abstract Chemical transformations on 5-acetylthieno [2, 3–6] pyridine produced 5-NH 2, 5- CO 2 H, and 5-CH 2 CO 2 H substituents. The 5-amino compound underwent facile diazotization (plus Sand-meyer reaction), Schiff's base formation, and acylation. Treatment of the derived 5-bromo compound with potassium amide in liquid ammonia gave a mixture of 4-amino (major) and 5-amino isomers. Nmr spectral data are reported for the 5- ...