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CS-W001157 4
Total: USD 88.00

4,6-dichloropyridine-3-carbaldehyde

  • CAS No. 1060811-62-2

  • Cat. No. CS-W004400
  • Purity≥96%
  • MDL No.MFCD12025485

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

4,6-dichloropyridine-3-carbaldehyde|CS-W004400

Structure of 1060811-62-2

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General Information

  • CAS No. 1060811-62-2
  • Cat. No. CS-W004400
  • Purity ≥96%
  • MDL No. MFCD12025485
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃Cl₂NO
  • Molecular Weight 176.00
  • Synonym(s) 4,6-Dichloronicotinaldehyde
  • SMILES Clc1cc(Cl)ncc1C=O

Description

4,6-Dichloropyridine-3-carbaldehyde features a pyridine ring bearing two chlorine substituents at the 4 and 6 positions and a formyl group at the 3 position. This electron-deficient heterocycle integrates readily into cross-coupling reactions and serves as a key building block in medicinal chemistry for constructing bioactive scaffolds.

Application

4,6-Dichloropyridine-3-carbaldehyde serves as a versatile building block in medicinal chemistry and heterocyclic synthesis. Its dual chlorine substituents enhance electrophilicity at the pyridine ring, enabling efficient nucleophilic substitution reactions. The aldehyde group facilitates imine formation, reductive amination, and coupling protocols, supporting rapid diversification of pharmacophores. Bench-stable and compatible with standard purification methods, it functions reliably in multi-step syntheses requiring orthogonal reactivity.

Synthesis

  • Route1

    References

    • ASTRAZENECA UK LIMITED; ASTRAZENECA AB Patent: WO2009/10801 A1, 2009 ; Location in patent: Page/Page column 70 ; WO 2009/010801 A1
  • Route2

    References

    • MERCK SHARP and DOHME CORP.; LYCERA CORPORATION; AICHER, Thomas; BARR, Kenneth; LAPOINTE, Blair; SIMOV, Vladimir; STEIN, Karin; THOMAS, William; TOOGOOD, Peter; VAN HUIS, Chad; WHITE, Catherine Patent: WO2013/169704 A2, 2013 ; Location in patent: Paragraph 0231 ;

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

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Computational Chemistry Data

  • TPSA   29.96
  • LogP   2.2009
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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