SNAr reactions of 5-bromo-2-chloro-4-fluoro-3-iodopyridine and its 3-substituted analogs

We have previously demonstrated that 5-bromo-2-chloro-4-fluoro-3-iodopyridine (6) can serve as a versatile intermediate to penta-substituted pyridines. This work describes regioselective SNAr reactions of 6 and its 3-substituted analogs with a variety of nucleophiles to deliver highly functionalized pyridines as valuable building blocks in medicinal chemistry and drug design.