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CS-W001157 4
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5-Chloropyrazolo[1,5-a]pyrimidine-3-carbaldehyde

  • CAS No. 1256162-94-3

  • Cat. No. CS-0035683
  • Purity≥98%
  • MDL No.None

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

5-Chloropyrazolo[1,5-a]pyrimidine-3-carbaldehyde|CS-0035683

Structure of 1256162-94-3

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General Information

  • CAS No. 1256162-94-3
  • Cat. No. CS-0035683
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄ClN₃O
  • Molecular Weight 181.58
  • Synonym(s) None
  • SMILES C1=CN2C(=C(C=N2)C=O)N=C1Cl

Description

5-Chloropyrazolo[1,5-a]pyrimidine-3-carbaldehyde features a fused heterocyclic core with a chloro substituent and an aldehyde handle at the 3-position. This electron-deficient scaffold integrates readily into bioactive molecule design, enabling direct coupling in late-stage functionalization. The aldehyde group supports efficient derivatization under mild conditions, offering a robust platform for medicinal chemistry and materials synthesis.

Application

5-Chloropyrazolo[1,5-a]pyrimidine-3-carbaldehyde serves as a versatile heterocyclic building block for medicinal chemistry and materials science. The aldehyde functionality enables facile derivatization via nucleophilic addition, while the chloro substituent offers orthogonal reactivity for palladium-catalyzed coupling reactions. Bench-stable and readily purified by flash chromatography, it functions effectively in the construction of complex polycyclic scaffolds and functionalized pyrazolopyrimidine derivatives relevant to kinase inhibitor development and organic semiconductors.

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-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

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Computational Chemistry Data

  • TPSA   47.26
  • LogP   1.1952
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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