5-Chloropyrazolo[1,5-a]pyriMidine-3-carbonitrile Chemical Properties

Melting point:

138-142℃ (isopropanol )

Density 

1.56±0.1 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

pka

-3.08±0.40(Predicted)

Appearance

Off-white to light yellow Solid

InChI

InChI=1S/C7H3ClN4/c8-6-1-2-12-7(11-6)5(3-9)4-10-12/h1-2,4H

InChIKey

OYGONYREIXSORZ-UHFFFAOYSA-N

SMILES

C12=C(C#N)C=NN1C=CC(Cl)=N2

Safety Information

HS Code 

2933998090

5-Chloropyrazolo[1,5-a]pyriMidine-3-carbonitrile Usage And Synthesis

Uses

5-chloropyrazole[1,5-A]pyrimidine-3-carboxynitrile can be used in organic synthesis, pharmaceutical intermediates, etc.

Synthesis

General procedure for the synthesis of 5-chloropyrazolo[1,5-a]pyrimidine-3-carbonitrile from 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carbonitrile: 5-hydroxypyrazolo[1,5-a]pyrimidine-3-carbonitrile (10.00 g, 62.45 mmol) was mixed with phosphorus triclosamide (200.00 mL), heated to 150 °C, and the reaction took 4 hour. The progress of the reaction was monitored by thin layer chromatography (TLC, unfolding agent ratio petroleum ether: ethyl acetate = 1:1). Upon completion of the reaction, the excess of phosphorous trichloride was removed by distillation under reduced pressure, and the residue was dissolved in dichloromethane and concentrated again. Finally, it was purified by silica gel column chromatography (eluent was dichloromethane) to afford 5-chloropyrazolo[1,5-a]pyrimidine-3-carbonitrile (6.00 g, yield 53.80%) as a white solid.

References

[1] Patent: WO2017/87778, 2017, A1. Location in patent: Page/Page column 27; 28

5-Chloropyrazolo[1,5-a]pyriMidine-3-carbonitrile(1224288-92-9)Related Product Information

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