1415565-18-2Relevant academic research and scientific papers
Efficient solution-phase synthesis of 4,5,7-trisubstituted pyrrolo[3,2- d ]pyrimidines
Zhang, Weihe,Liu, Jing,Stashko, Michael A.,Wang, Xiaodong
, p. 10 - 19 (2013/02/26)
We have developed an efficient and robust route to synthesize 4,5,7-trisubstituted pyrrolo[3,2-d]pyrimidines as potent kinase inhibitors. This solution-phase synthesis features a SNAr substitution reaction, cross-coupling reaction, one-pot reduction/reductive amination and N-alkylation reaction. These reactions occur rapidly with high yields and have broad substrate scopes. A variety of groups can be selectively introduced into the N5 and C7 positions of 4,5,7-trisubstituted pyrrolopyrimidines at a late stage of the synthesis, thereby providing a highly efficient approach to explore the structure-activity relationships of pyrrolopyrimidine derivatives. Four synthetic analogs have been profiled against a panel of 48 kinases and a new and selective FLT3 inhibitor 9 is identified.
