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2-Chloropyridine-5-carbaldehyde

  • CAS No. 23100-12-1

  • Cat. No. CS-B0848
  • Purity≥98%
  • MDL No.MFCD03095223

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

2-Chloropyridine-5-carbaldehyde|CS-B0848

Structure of 23100-12-1

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General Information

  • CAS No. 23100-12-1
  • Cat. No. CS-B0848
  • Purity ≥98%
  • MDL No. MFCD03095223
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄ClNO
  • Molecular Weight None
  • Synonym(s) 6-chloropyridine-3-carbaldehyde; 2-Chloropyridine-5-carbaldehyde
  • SMILES O=CC1=CC=C(Cl)N=C1

Description

2-Chloropyridine-5-carbaldehyde features a pyridine ring bearing both chloro and aldehyde functionalities at adjacent positions, enabling direct integration into heterocyclic synthesis. The electron-deficient aldehyde group facilitates nucleophilic addition reactions, while the chloro substituent serves as a latent handle for further functionalization via cross-coupling or displacement. This bifunctional scaffold supports efficient access to bioactive molecules in medicinal chemistry and materials science.

Application

2-Chloropyridine-5-carbaldehyde serves as a versatile building block in medicinal chemistry and heterocyclic synthesis. Its aldehyde functionality enables efficient imine formation, reductive amination, and Suzuki-Miyaura coupling, while the chloropyridine moiety offers compatibility with palladium-catalyzed cross-couplings. Bench-stable and readily purified by chromatography, it facilitates the construction of complex pyridine-based scaffolds relevant to pharmaceutical development.

Synthesis

  • Route1

    References

    • Lee, Chi-Lik Ken; Loh, Teck-Peng Organic Letters, 2005 , vol. 7, # 14 p. 2965 - 2967
  • Route2

    References

    • US2002/77478 A1, ;
  • Route3

    References

    • Chisso Corporation; Chisso Petrochemical Corporation Patent: EP2351741 A1, 2011 ; Location in patent: Page/Page column 53 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   29.96
  • LogP   1.5475
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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