An Alternative Regioselective Approach for the Synthesis of Highly Functionalized Derivatives of Pyrazolo[5,1‐ b ]purine Scaffold | Zendy

SheikhiMohammareh Seddigheh | Zendy; Shiri Ali | Zendy

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An Alternative Regioselective Approach for the Synthesis of Highly Functionalized Derivatives of Pyrazolo[5,1‐ b ]purine Scaffold

Author(s) -

SheikhiMohammareh Seddigheh,

Shiri Ali

Publication year - 2018

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.3242

Subject(s) - chemistry , regioselectivity , thiourea , annulation , pyrimidine , alkylation , purine , reagent , structural isomer , stereochemistry , nuclear magnetic resonance spectroscopy , combinatorial chemistry , two dimensional nuclear magnetic resonance spectroscopy , pyrazine , organic chemistry , catalysis , enzyme

A straightforward approach for the regioselective synthesis of highly functionalized pyrazolo[5,1‐ b ]purine from the annulation of 6‐bromo‐3‐cyano‐2‐(ethylthio)‐5‐methyl‐7‐oxo‐6,7‐dihydropyrazolo[1,5‐ a ]pyrimidine with thiourea as a bisnucleophilic reagent under reflux condition in CH 3 CN in the presence of Et 3 N has been developed. The N ‐alkylation of the synthesis compound was also accomplished. The true regioisomer was determined by 2 D‐NOESY NMR spectroscopy, as well.

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