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CS-W001157 4
Total: USD 88.00

Imidazo[1,2-a]pyrimidine-2-carbaldehyde

  • CAS No. 143982-40-5

  • Cat. No. CS-0100772
  • Purity≥95%
  • MDL No.MFCD09994887

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

Imidazo[1,2-a]pyrimidine-2-carbaldehyde|CS-0100772

Structure of 143982-40-5

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General Information

  • CAS No. 143982-40-5
  • Cat. No. CS-0100772
  • Purity ≥95%
  • MDL No. MFCD09994887
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅N₃O
  • Molecular Weight 147.13
  • Synonym(s) Imidazo[1,2-a]pyrimidine-2-carboxaldehyde (9CI)
  • SMILES O=CC1=CN2C=CC=NC2=N1

Description

Imidazo[1,2-a]pyrimidine-2-carbaldehyde features a rigid fused heterocyclic core paired with a reactive aldehyde group, enabling direct incorporation into bioactive scaffolds. This electron-deficient platform facilitates efficient coupling reactions and serves as a key intermediate in the synthesis of kinase inhibitors and antiviral agents.

Application

Imidazo[1,2-a]pyrimidine-2-carbaldehyde serves as a versatile building block for heterocyclic synthesis, enabling efficient access to biologically relevant scaffolds. Its aldehyde functionality facilitates nucleophilic addition, reductive amination, and coupling reactions under mild conditions. The rigid, planar core exhibits excellent bench stability and functional group tolerance, making it well-suited for medicinal chemistry campaigns and process-scale applications in API development.

Synthesis

  • Route1
    • null|null
      143982-38-1
    • ~37%
    • In-stock
      Imidazo[1,2-a]pyrimidine-3-carbaldehyde|CS-0047682
      106012-56-0
    • In-stock
      Imidazo[1,2-a]pyrimidine-2-carbaldehyde|CS-0100772
      143982-40-5

    References

    • Journal of Heterocyclic Chemistry, , vol. 29, # 4 p. 691 - 697

Safety Information

Download SDS
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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   47.26
  • LogP   0.5418
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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