Abstract
Br vs. TsO chemoselective pallado‐catalyzed Suzuki–Miyaura reaction has been developed from the 5‐bromo‐2‐tosyloxynicotinaldehyde for the preparation of polysubstituted pyridines. This methodology has been applied for the preparation of a terpyridine aldehyde, as a versatile precursor of potential Mcl‐1 (Induced myeloid leukemia cell differentiation protein) inhibitors. The synthesis of pyridoclax, our lead compound which demonstrated efficacy for the treatment of chemoresistant ovarian cancer, has also been achieved via the palladium‐catalyzed cross‐coupling reaction in 5 steps from 3,5‐dibromo‐2‐hydroxypyridine with 50 % overall yield.
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