cas 5334-56-5, 1-METHYL-1,5-DIHYDRO-4H-PYRAZOLO[3,4-D]PYRIMIDIN-4-ONE | Articles data ｜lookchem

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5334-56-5

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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.
Press, Jeffery B.,Eudy, Nancy H.,Morton, George O.
p. 4605 - 4611
(2007/10/02)

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Chemical Properties

Melting Point: >250℃
Boiling Point: 277.9°Cat760mmHg
Flash Point:121.8°C
Density: 1.6g/cm³
Storage Temp.:2-8°C
Vapor Pressure: 0mmHg at 25°C
PKA: 9.22±0.10(Predicted)
PSA: 63.57000
LogP: -0.34340

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