Synthesis of 2-arylamino substituted 5,6-dihydropyrido[2,3-d]pyrimidine-7(8H)-ones from arylguanidines |
| |
Authors: | I?aki Galve Raimon Puig de la Bellacasa David Sánchez-García Xavier Batllori Jordi Teixidó José I Borrell |
| |
Institution: | 1. Grup d??Enginyeria Molecular, Institut Qu??mic de Sarri??, Universitat Ramon Llull, Via Augusta 390, 08017, Barcelona, Spain
|
| |
Abstract: | A practical protocol was developed for the synthesis of 2-arylamino substituted 4-amino-5,6-dihydropyrido2,3-d]pyrimidin-7(8H)-ones from ??,??-unsaturated esters, malononitrile, and an aryl substituted guanidine via the corresponding 3-aryl-3,4,5,6- tetrahydropyrido2,3-d]pyrimidin-7(8H)-ones. Such compounds are formed upon treatment of 2-methoxy-6-oxo-1,4,5,6-tetrahydropyridine-3-carbonitriles with an aryl substituted guanidine in 1,4-dioxane and are converted to the desired 4-aminopyridopyrimidines with NaOMe/MeOH through a Dimroth rearrangement. The overall yields of this three-step protocol are, generally speaking, higher than the multicomponent reaction, previously developed by our group, between an ??,??-unsaturated ester, malononitrile, and an aryl substituted guanidine. |
| |
Keywords: | |
本文献已被 SpringerLink 等数据库收录! |
|