5,7-DICHLOROPYRAZOLO[1,5-A]PYRIMIDINE Chemical Properties

Melting point:

68-71 °C(Solv: ethanol (64-17-5))

Density 

1.69±0.1 g/cm3(Predicted)

storage temp. 

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

pka

-1.68±0.30(Predicted)

InChI

InChI=1S/C6H3Cl2N3/c7-4-3-5(8)11-6(10-4)1-2-9-11/h1-3H

InChIKey

JMTFWCYVZOFHLR-UHFFFAOYSA-N

SMILES

C12=CC=NN1C(Cl)=CC(Cl)=N2

Safety Information

HS Code 

2933599590

5,7-DICHLOROPYRAZOLO[1,5-A]PYRIMIDINE Usage And Synthesis

Uses

5,7-Dichloropyrazolo[1,5-a]pyrimidine is a pharmaceutical intermediate compound that can be used in a palladium-catalysed pharmaceutical synthesis cross-coupling reaction. 2,4-Dichloroquinoline reacts with benzylzinc and phenylzinc reagents in the presence of catalytic quantities of palladium complexes to yield only α-substituted products.2,4-Dichloroquinolines have been found to react with benzylzinc and phenylzinc reagents in catalytic amounts of palladium compounds to produce only α-substituted products. LiCl was found to be an effective additive for γ-selective coupling reactions. These α- or γ-selective coupling conditions are applicable to the reaction of 5,7-Dichloropyrazolo[1,5-a]pyrimidine and biphenylmethyl zinc reagents in the synthesis of angiotensin II receptor antagonists. This regioselectivity should be generally applicable to other α,γ-dichloropyrazine systems^[1].

References

[1] TAKESHI SHIOTA; Teruo Y. Regioselective Reactions of Organozinc Reagents with 2,4-Dichloroquinoline and 5,7-Dichloropyrazolo[1,5-a]pyrimidine[J]. ACS Applied Electronic Materials, 1999. DOI:10.1021/jo981423a.

5,7-DICHLOROPYRAZOLO[1,5-A]PYRIMIDINE(57489-77-7)Related Product Information

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• 5,7-DICHLORO-2-(3-CHLOROPHENYL)PYRAZOLO[1,5-A]PYRIMIDINE
• 5,7-DICHLORO-2-(3-FLUOROPHENYL)PYRAZOLO[1,5-A]PYRIMIDINE
• 5,7-DICHLORO-2-(4-ISOPROPYLPHENYL)PYRAZOLO[1,5-A]PYRIMIDINE
• 5,7-DICHLORO-2-(3-METHYLPHENYL)PYRAZOLO[1,5-A]PYRIMIDINE
• 5,7-DICHLORO-2-(3-METHOXYPHENYL)PYRAZOLO[1,5-A]PYRIMIDINE
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