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CS-W001157 4
Total: USD 88.00

4-(Pyrimidin-5-yl)benzaldehyde

  • CAS No. 198084-12-7

  • Cat. No. CS-0073677
  • Purity≥97%
  • MDL No.None

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

4-(Pyrimidin-5-yl)benzaldehyde|CS-0073677

Structure of 198084-12-7

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General Information

  • CAS No. 198084-12-7
  • Cat. No. CS-0073677
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₈N₂O
  • Molecular Weight 184.19
  • Synonym(s) 4-pyrimidin-5-ylbenzaldehyde
  • SMILES O=CC1=CC=C(C=C1)C2=CN=CN=C2

Description

4-(Pyrimidin-5-yl)benzaldehyde features a conjugated aryl-aldehyde linked to a pyrimidine heterocycle, enabling efficient integration into pharmaceutical scaffolds. The electron-deficient pyrimidine ring enhances reactivity in nucleophilic additions, while the aldehyde group facilitates coupling reactions under mild conditions. This compound serves as a key intermediate in medicinal chemistry for constructing bioactive molecules.

Application

4-(Pyrimidin-5-yl)benzaldehyde serves as a versatile building block for constructing bioactive heterocyclic scaffolds, leveraging the orthogonal reactivity of its pyrimidine and aldehyde functionalities. The aldehyde group enables efficient imine formation, nucleophilic addition, and condensation reactions, while the pyrimidine ring provides a stable, electron-deficient platform for further functionalization. This compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for use in medicinal chemistry campaigns and multistep synthesis workflows.

Synthesis

  • Route1

    References

    • ANORMED INC. Patent: WO2007/22371 A2, 2007 ; Location in patent: Page/Page column 25; 71 ; WO 2007/022371 A2
  • Route2

    References

    • Randolph, John T.; Chen, Hui-Ju; DeGoey, David A.; Flentge, Charles A.; Flosi, William J.; Grampovnik, David J.; Huang, Peggy P.; Hutchinson, Douglas K.; Kempf, Dale J.; Klein, Larry L.; Yeung, Ming C. Patent: US2005/159469 A1, 2005 ; Location in patent: Page/Page column 104 ; US 20050159469 A1
  • Route3

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 15, # 3 p. 631 - 634

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-H319
Precautionary Statements : P264-P270-P280-P330-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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