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CS-W001157 4
Total: USD 88.00

1-Benzyl-1H-pyrazole-4-carbaldehyde

  • CAS No. 63874-95-3

  • Cat. No. CS-W006214
  • Molecule weight186.21
  • Purity≥97%
  • MDL No.MFCD02179567

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

1-Benzyl-1H-pyrazole-4-carbaldehyde|CS-W006214

Structure of 63874-95-3

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General Information

  • CAS No. 63874-95-3
  • Cat. No. CS-W006214
  • Purity ≥97%
  • MDL No. MFCD02179567
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₀N₂O
  • Molecular Weight 186.21
  • Synonym(s) 1-Benzylpyrazole-4-carbaldehyde
  • SMILES C1=C(C=O)C=N[N]1CC2=CC=CC=C2

Description

1-Benzyl-1H-pyrazole-4-carbaldehyde features a conjugated aldehyde group flanked by a benzyl-substituted pyrazole ring, enabling direct integration into heterocyclic scaffolds. This electron-deficient carbonyl serves as a key building block for bioactive molecule synthesis, offering enhanced reactivity in nucleophilic addition and condensation reactions under standard conditions.

Application

1-Benzyl-1H-pyrazole-4-carbaldehyde serves as a versatile building block in medicinal chemistry, enabling efficient access to pyrazole-based heterocycles. Its aldehyde functionality facilitates standard transformations including reductive amination, Wittig reactions, and nucleophilic addition, while the benzyl-protected pyrazole core offers stability and compatibility with diverse reaction conditions. The molecule exhibits excellent bench stability and ease of purification, making it well-suited for multi-step synthesis and scale-up applications.

Synthesis

  • Route1
    • (1-Benzyl-1H-pyrazol-4-yl)methanol|CS-0380067
      70817-17-3
    • ~46%
    • In-stock
      1-Benzyl-1H-pyrazole-4-carbaldehyde|CS-W006214
      63874-95-3

    References

    • SEPRACOR INC. Patent: US2008/4327 A1, 2008 ; Location in patent: Page/Page column 76 ;
  • Route2
    • In-stock
      1-Benzyl-4-iodo-1H-pyrazole|CS-0037677
      50877-42-4
    • null|null
      68-12-2
    • ~77%
    • In-stock
      1-Benzyl-1H-pyrazole-4-carbaldehyde|CS-W006214
      63874-95-3

    References

    • Usami, Yoshihide; Watanabe, Ryo; Fujino, Yuiko; Shibano, Makio; Ishida, Chihiro; Yoneyama, Hiroki; Harusawa, Shinya; Ichikawa, Hayato Chemical and Pharmaceutical Bulletin, 2012 , vol. 60, # 12 p. 1550 - 1560
  • Route3
    • In-stock
      1-Benzylpyrazole|CS-0206428
      10199-67-4
    • null|null
      68-12-2
    • ~56%
    • In-stock
      1-Benzyl-1H-pyrazole-4-carbaldehyde|CS-W006214
      63874-95-3

    References

    • Echevarria, Aurea; Elguero, Jose; Meutermans, Wim Journal of Heterocyclic Chemistry, 1993 , vol. 30, # 4 p. 957 - 960

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   34.89
  • LogP   1.7439
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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