The design of some novel di-(het)arylated-3-pyrido[1',2':1,5]pyrazolo[4,3-]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.
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6278517 | PMC |
| http://dx.doi.org/10.3390/molecules23112740 | DOI Listing |
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