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CS-W001157 4
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3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde

  • CAS No. 870837-18-6

  • Cat. No. CS-B0534
  • Purity≥98%
  • MDL No.MFCD09991722

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

3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde|CS-B0534

Structure of 870837-18-6

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General Information

  • CAS No. 870837-18-6
  • Cat. No. CS-B0534
  • Purity ≥98%
  • MDL No. MFCD09991722
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₂N₂O₂
  • Molecular Weight 216.24
  • Synonym(s) None
  • SMILES O=CC1=CC=C(C(OC)=C1)N2C=NC(C)=C2

Description

This 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde features a benzaldehyde core flanked by a methoxy group and a sterically accessible 4-methylimidazole moiety, enabling efficient coupling in transition-metal-catalyzed transformations. The electron-rich imidazole ring enhances reactivity in cross-coupling processes, while the aldehyde functionality provides a handle for downstream derivatization.

Application

3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde serves as a versatile building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. The aldehyde functionality enables efficient coupling reactions, while the imidazole moiety provides strong hydrogen-bonding capacity and metabolic stability. Bench-stable and compatible with standard functional group manipulations, it facilitates rapid access to complex scaffolds in medicinal chemistry campaigns.

Synthesis

  • Route1

    References

    • PFIZER INC.; ALLEN, Martin, Patrick; AM ENDE, Christopher, William; BRODNEY, Michael, Aaron; DOUNAY, Amy, Beth; JOHNSON, Douglas, Scott; PETTERSSON, Martin, Youngjin; SCHWARZ, Jacob, Bradley; TRAN, Tuan, Phong Patent: WO2010/100606 A1, 2010 ; Location in patent: Page/Page column 41-42 ; WO 2010/100606 A1
  • Route2
    • 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzonitrile|CS-0152873
      1243204-92-3
    • ~63%
    • In-stock
      3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde|CS-B0534
      870837-18-6

    References

    • Eisai RandD Management CO., LTD.; YOSHIKAWA, Seiji; KAYANO, Akio Patent: WO2011/37244 A1, 2011 ; Location in patent: Page/Page column 8; 13; 14 ;
  • Route3

    References

    • US2006/4013 A1, ; Page/Page column 49 ; US 20060004013 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

Quality Control

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Computational Chemistry Data

  • TPSA   44.12
  • LogP   2.00182
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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