Chemical R & D - Pharmaceutical Science Worldwide Research and Development, Groton Laboratories, Pfizer Inc., Groton, Connecticut 06340, USA.
J Org Chem. 2013 Feb 1;78(3):1273-7. doi: 10.1021/jo302515c. Epub 2013 Jan 10.
Pyrido[4,3-d]pyrimidin-4(3H)-one (1) was prepared by reacting 2-trifluoromethyl-4-iodo-nicotinic acid (2) with amidine 9a catalyzed by Pd(2)(dba)(3) and Xantphos, followed by cyclization effected with HBTU and subsequent demethylation using PhBCl(2). The amidine arylation method was found applicable for the syntheses of quinazolin-4(3H)-ones. Thus, reaction of 2-bromo or 2-iodo benzoate esters with amdidines afforded substituted quinazolin-4(3H)-ones in 44-89% yields.
吡啶并[4,3-d]嘧啶-4(3H)-酮（1）可通过 2-三氟甲基-4-碘烟酰胺（2）与脒 9a 在 Pd(2)(dba)(3)和 Xantphos 的催化下反应得到，然后用 HBTU 进行环化，再用 PhBCl(2)进行脱甲基化。酰胺基芳基化方法适用于合成喹唑啉-4(3H)-酮。因此，2-溴代或 2-碘苯甲酸酯与脒反应可得到取代的喹唑啉-4(3H)-酮，产率为 44-89%。
