63237-87-6Relevant articles and documents
Regioselective Synthesis of New 2,4-(Het)aryl-3H-pyrido[1′,2′:1,5]pyrazolo[4,3-d]pyrimidines Involving Palladium-Catalyzed Cross-Coupling Reactions
Ejjoummany, Abdelaziz,Belaroussi, Rabia,Hakmaoui, Ahmed El,Akssira, Mohamed,Guillaumet, Gérald,Buron, Frédéric,Routier, Sylvain
, (2018)
The design of some novel di-(het)arylated-3H-pyrido[1′,2′:1,5]pyrazolo[4,3-d]pyrimidine derivatives is reported. The series was developed from 1-aminopyridinium iodide, which afforded the key intermediate bearing two thiomethyl and amide functions, each of them useful for palladium catalyzed cross coupling reactions by alkyl sulfur release and C-O activation, respectively. The two regioselective and successive cross-coupling reactions were first carried out in C-4 by in situ C-O activation and next in C-2 by a methylsulfur release. Process optimization furnished conditions leading to products in high yields. The scope and limitations of the methodologies were evaluated and the final compounds characterized.
1,3-Dipolar Addition of Pyridine N-Imine to Acetylenes and the Use of C-13 NMR in Several Structural Assignments
Anderson, Paul L.,Hasak, James P,Kahle, Alicia D.,Paolella, Nicholas A.,Shapiro, Michael J.
, p. 1149 - 1152 (2007/10/02)
Addition of pyridine-N-imine to a variety of acetylenic mono- (Scheme I) and di- (Scheme II) carboxylic ester dipolarophiles was carried out.Several of the 3-azapyrrocoline esters obtained were further converted into acids, amides and hydrazides as shown in Schemes I and II.