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2005
Pyridine derivatives
R 0380
Discovery of 2,3,5-Trisubstituted Pyridine Derivatives as Potent Akt1 and Akt2
Inhibitors. — A library of 32 cyanopyridine derivatives (VII) is prepared from
25- 142 Dual
(I). The polymer-supported cyanoborohydride reductive amination sequence greatly
enhances the parallel synthesis of the cyanopyridine library (VII). A microwave enhanced [3 + 2] cycloaddition of nitrile with sodium azide under Sharpless conditions
rapidly converts library (VII) into tetrazolylpyridine library (VIII). The potent, allosteric Akt (PKB) kinase inhibitors (VIII) with a trisubstituted pyridine core possess improved aqueous solubility, cell permeability, and reduced molecular weight compared
to previously reported inhibitors. — (ZHAO*, Z.; et al.; Bioorg. Med. Chem. Lett. 15
(2005) 4, 905-909; Dep. Med. Chem., Merck Res. Lab., West Point, PA 19486, USA;
Eng.) — H. Hoennerscheid
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