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CS-W001157 4
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2-(Pyrimidin-5-yl)benzaldehyde

  • CAS No. 640769-71-7

  • Cat. No. CS-W021461
  • Purity≥95%
  • MDL No.MFCD02684096

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

2-(Pyrimidin-5-yl)benzaldehyde|CS-W021461

Structure of 640769-71-7

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General Information

  • CAS No. 640769-71-7
  • Cat. No. CS-W021461
  • Purity ≥95%
  • MDL No. MFCD02684096
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₈N₂O
  • Molecular Weight 184.19
  • Synonym(s) 2-PYRIMIDIN-5-YLBENZALDEHYDE
  • SMILES C2=NC=C(C1=CC=CC=C1C=O)C=N2

Description

2-(Pyrimidin-5-yl)benzaldehyde features a pyrimidine ring linked via a phenyl bridge to an aldehyde group, enabling direct integration into heterocyclic scaffolds. This electron-deficient aryl aldehyde serves as a key building block for pharmaceutical intermediates and functional materials, offering high reactivity in condensation and coupling reactions under standard conditions.

Application

2-(Pyrimidin-5-yl)benzaldehyde serves as a versatile building block in medicinal chemistry, enabling efficient construction of biologically active heterocyclic scaffolds. Its dual functional groups—pyrimidine and aldehyde—facilitate diverse transformations including nucleophilic additions, condensations, and transition-metal-catalyzed couplings. The molecule exhibits good bench stability and is compatible with standard purification protocols, making it well-suited for use in iterative synthesis campaigns targeting kinase inhibitors and other small-molecule therapeutics.

Synthesis

  • Route1

    References

    • Sato, Ippei; Morihira, Koichiro; Inami, Hiroshi; Kubota, Hirokazu; Morokata, Tatsuaki; Suzuki, Keiko; Iura, Yosuke; Nitta, Aiko; Imaoka, Takayuki; Takahashi, Toshiya; Takeuchi, Makoto; Ohta, Mitsuaki; Tsukamoto, Shin-ichi Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 18 p. 8607 - 8618
  • Route2
    • In-stock
      5-Bromopyrimidine|CS-W008017
      4595-59-9
    • null|null
      1256169-22-8
    • ~96%
    • In-stock
      2-(Pyrimidin-5-yl)benzaldehyde|CS-W021461
      640769-71-7

    References

    • Bolliger, Jeanne L.; Frech, Christian M. Chemistry - A European Journal, 2010 , vol. 16, # 36 p. 11072 - 11081
  • Route3

    References

    • US2009/29993 A1, ; US 20090029993 A1

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

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Computational Chemistry Data

  • TPSA   42.85
  • LogP   1.9561
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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