87412-92-8

Usage

Structure

Heterocyclic organic compound with a pyrazolopyrimidine structure

Usage

Commonly used in the pharmaceutical industry as a base structure for the synthesis of various biologically active compounds

Therapeutic potential

Antiviral, antitumor, and anti-inflammatory properties

Importance

Valuable building block for the creation of new drugs and pharmaceuticals in drug discovery and development.

InChI:InChI=1/C7H8N4/c1-5-6-3-8-4-9-7(6)11(2)10-5/h3-4H,1-2H3

Upstream product

• 5346-58-7 4-amino-1,3-dimethyl-1H-pyrazolo<3,4-d>pyrimidine 
• 108-88-3 toluene 

Relevant academic research and scientific papers

Aryl Coupling Reactions of Pyrazolopyrimidin-4-yl Radicals

4-Arylpyrazolopyrimidines (4) were the subjects of a synthetic investigation in order to evaluate their biological activity.Attempts to prepare 4 from 4-aminopyrazolopyrimidines (5) via classical Gomberg-Bachmann-Hey aryl coupling conditions failed.Conversion of 5 to 4 was accomplished by diazotiazation of 5 using alkyl nitrites with an acid catalyst in aromatic solvents.Isomer distribution of the aryl-coupled products 4 was that predicted for a radical intermediate (ortho > meta ca. para); isomer structures were assigned by a detailed 1H NMR analysis.Unusual fragmentation products 17 and 18 were isolated during the course of investigations.These oxadiazoles probably arise from collapse of intermediate pyrazolopyrimidin-4-yl radicals 15.