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5-Bromopyrazolo[1,5-a]pyridine-3-carbonitrile

  • CAS No. 1352900-95-8

  • Cat. No. CS-0099909
  • Purity≥98%
  • MDL No.MFCD22555491

*For research and further manufacturing use only, not for direct human use.

5-Bromopyrazolo[1,5-a]pyridine-3-carbonitrile|CS-0099909

Structure of 1352900-95-8

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General Information

  • CAS No. 1352900-95-8
  • Cat. No. CS-0099909
  • Purity ≥98%
  • MDL No. MFCD22555491
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄BrN₃
  • Molecular Weight 222.04
  • Synonym(s) 5-Bromo-pyrazolo[1,5-a]pyridine-3-carbonitrile
  • SMILES BrC1=CC2=C(C#N)C=NN2C=C1

Description

5-Bromopyrazolo[1,5-a]pyridine-3-carbonitrile features a fused heterocyclic core with complementary electron-deficient and halogenated functionalities. This scaffold integrates readily into C–C and C–heteroatom coupling reactions, enabling rapid access to complex molecular architectures in medicinal chemistry and materials science.

Application

5-Bromopyrazolo[1,5-a]pyridine-3-carbonitrile serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its bromo and cyano functional groups. The pyrazolopyridine core provides structural rigidity and favorable pharmacophore properties, while the nitrile group offers moderate polarity and potential for downstream transformations. Bench-stable and compatible with standard reaction conditions, it facilitates efficient synthesis of heterocyclic scaffolds relevant to kinase inhibitors and other bioactive molecules.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H320-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   41.09
  • LogP   1.96848
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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