Synthesis of 6-substituted pyrido [3, 4-d] pyrimidin-4 (3 H)-ones via directed lithiation of 2-substituted 5-aminopyridine derivatives

GW Rewcastle, WA Denny, RT Winters…

Index: Rewcastle, Gordon W.; Denny, William A.; Winters, R. Thomas; Colbry, Norman L.; Showalter, H. D. Hollis Journal of the Chemical Society - Perkin Transactions 1, 1996 , # 18 p. 2221 - 2226

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Citation Number: 27

Abstract

Directed lithiation of Boc or pivaloyl derivatives of 2-substituted 5-aminopyridines with BuLi– TMEDA in diethyl ether at–10° C gave 4-lithio derivatives which were quenched with CO to give the analogous C-4 carboxylic acids. Hydrolysis of the protecting groups with either TFA or aqueous KOH gave 2-substituted 5-am