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CS-W001157 4
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5-Chloronicotinaldehyde

  • CAS No. 113118-82-4

  • Cat. No. CS-0036365
  • Purity≥98%
  • MDL No.None

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

5-Chloronicotinaldehyde|CS-0036365

Structure of 113118-82-4

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General Information

  • CAS No. 113118-82-4
  • Cat. No. CS-0036365
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄ClNO
  • Molecular Weight 141.56
  • Synonym(s) 5-Chloropyridine-3-carboxaldehyde, 5-Chloro-3-formylpyridine
  • SMILES C1=C(C=NC=C1C=O)Cl

Description

5-Chloronicotinaldehyde delivers a reactive aldehyde group flanked by a chlorine substituent on a pyridine ring, enabling direct incorporation into heterocyclic scaffolds. This bench-stable, moisture-tolerant reagent facilitates efficient synthesis of bioactive intermediates and functionalized ligands under standard conditions.

Application

5-Chloronicotinaldehyde serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling the construction of heterocyclic scaffolds via condensation and coupling reactions. Its aldehyde functionality offers high reactivity in nucleophilic additions, while the chlorine substituent provides orthogonal handle for palladium-catalyzed cross-couplings. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis workflows in API development.

Synthesis

  • Route1

    References

    • Cytovia, Inc. Patent: US2006/104998 A1, 2006 ; Location in patent: Page/Page column 18 ; US 20060104998 A1
  • Route2
    • null|null
      118420-18-1
    • ~54%
    • In-stock
      5-Chloronicotinaldehyde|CS-0036365
      113118-82-4

    References

    • Nishikawa; Shindo; Ishii; Nakamura; Kon; Uno Journal of Medicinal Chemistry, 1989 , vol. 32, # 3 p. 583 - 593
  • Route3
    • null|null
      113118-73-3
    • ~53%
    • In-stock
      5-Chloronicotinaldehyde|CS-0036365
      113118-82-4

    References

    • Comins, Daniel L.; Herrick, James J. Heterocycles, 1987 , vol. 26, # 8 p. 2159 - 2164

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H317-H319
Precautionary Statements : P264-P270-P330-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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