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CS-W001157 4
Total: USD 88.00

3-(Pyridin-2-yl)benzaldehyde

  • CAS No. 85553-53-3

  • Cat. No. CS-0095847
  • Purity≥97%
  • MDL No.MFCD02684103

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

3-(Pyridin-2-yl)benzaldehyde|CS-0095847

Structure of 85553-53-3

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General Information

  • CAS No. 85553-53-3
  • Cat. No. CS-0095847
  • Purity ≥97%
  • MDL No. MFCD02684103
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₉NO
  • Molecular Weight 183.21
  • Synonym(s) 3-(2-Pyridyl)benzaldehyde
  • SMILES O=CC1=CC=CC(C2=NC=CC=C2)=C1

Description

3-(Pyridin-2-yl)benzaldehyde features a conjugated linkage between a pyridine ring and a benzaldehyde moiety, enabling efficient integration into transition-metal-catalyzed cross-coupling reactions. The aldehyde group provides a handle for nucleophilic addition, while the pyridyl nitrogen offers coordination site versatility in catalytic systems. This bifunctional architecture supports modular synthesis of bioactive heterocycles and advanced ligands under standard conditions.

Application

3-(Pyridin-2-yl)benzaldehyde serves as a versatile building block in medicinal chemistry and catalysis, enabling the construction of biaryl scaffolds via cross-coupling reactions. Its ortho-substituted pyridine and aldehyde functionalities offer complementary reactivity for Suzuki-Miyaura coupling, condensation reactions, and heterocycle formation. The compound exhibits good bench stability and facilitates efficient purification, making it well-suited for iterative synthesis workflows in API development.

Synthesis

  • Route1
    • null|null
      109-04-6
    • In-stock
      3-Formylphenylboronic acid|CS-W002464
      87199-16-4
    • ~89%
    • In-stock
      3-(Pyridin-2-yl)benzaldehyde|CS-0095847
      85553-53-3

    References

    • Xiong, Zhengchang; Wang, Nengdong; Dai, Mingji; Li, Ang; Chen, Jiahua; Yang, Zhen Organic Letters, 2004 , vol. 6, # 19 p. 3337 - 3340
  • Route2
    • null|null
      109-04-6
    • ~%
    • In-stock
      3-(Pyridin-2-yl)benzaldehyde|CS-0095847
      85553-53-3

    References

    • Heterocycles, , vol. 38, # 7 p. 1551 - 1572
  • Route3
    • In-stock
      3-Bromobenzaldehyde|CS-W009197
      3132-99-8
    • null|null
      17997-47-6
    • ~56%
    • In-stock
      3-(Pyridin-2-yl)benzaldehyde|CS-0095847
      85553-53-3

    References

    • Eisai RandD Management Co., Ltd. Patent: US2007/105904 A1, 2007 ; Location in patent: Page/Page column 144 ;

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 : 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   29.96
  • LogP   2.5611
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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