Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 84, Issue 8, Pages 4704-4714Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b02254
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- BMS Senior Leadership Team
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BMS-919373 is a highly functionalized quinazoline under investigation as a selective, potent I-Kur current blocker. By utilizing the aminomethylpyridine side chain at C-4, a selective C-H functionalization at C-5 was invented, enabling the efficient synthesis of this molecule. The strategy of leveraging this inherent directing group allowed the synthesis of this complex heterocycle in only six steps from commodity chemicals. The scope of the C-H activation was further investigated, and the generality of the transformation across a series of bicyclic aromatic heterocycles was explored.
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