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CS-W001157 4
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4,6-Dichloropyrimidine-5-carbaldehyde

  • CAS No. 5305-40-8

  • Cat. No. CS-D1502
  • Purity≥97%
  • MDL No.MFCD02257701

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

4,6-Dichloropyrimidine-5-carbaldehyde|CS-D1502

Structure of 5305-40-8

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General Information

  • CAS No. 5305-40-8
  • Cat. No. CS-D1502
  • Purity ≥97%
  • MDL No. MFCD02257701
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₂Cl₂N₂O
  • Molecular Weight 176.99
  • Synonym(s) 4,6-Dichloro-5-pyrimidinecarboxaldehyde; 4,6-Dichloropyrimidine-5-carbaldehyde; 4,6-Dichloropyrimidine-5-carboxaldehyde; 5-Formyl-4,6-dichloropyrimidine; 4,6-Dichloro-pyrimidine-5-CARBALDEHYDE
  • SMILES O=CC1=C(Cl)N=CN=C1Cl

Description

4,6-Dichloropyrimidine-5-carbaldehyde delivers a reactive aldehyde handle flanked by two electron-withdrawing chlorine atoms, enabling efficient coupling in nucleophilic addition reactions. This bench-stable heterocycle integrates readily into pharmaceutical intermediates and functional materials, offering high chemoselectivity under standard conditions.

Application

4,6-Dichloropyrimidine-5-carbaldehyde serves as a versatile building block in medicinal chemistry and heterocyclic synthesis. Its electrophilic aldehyde group enables efficient functionalization via nucleophilic addition, while the dichloropyrimidine core supports transition-metal-catalyzed coupling reactions. The compound exhibits good bench stability and facilitates the construction of complex pyrimidine-based scaffolds common in kinase inhibitors and antiviral agents.

Synthesis

  • Route1

    References

    • JANSSEN PHARMACEUTICA N.V. Patent: WO2006/135719 A1, 2006 ; Location in patent: Page/Page column 46-47 ; WO 2006/135719 A1
  • Route2
    • null|null
      68-12-2
    • In-stock
      4,6-Dihydroxypyrimidine|CS-W016618
      1193-24-4
    • ~95%
    • In-stock
      4,6-Dichloropyrimidine-5-carbaldehyde|CS-D1502
      5305-40-8

    References

    • Gaul, Michael David; Xu, Guozhang; Baumann, Christian Andrew Patent: US2006/281764 A1, 2006 ; Location in patent: Page/Page column 25 ; US 20060281764 A1
  • Route3

    References

    • Wittman, Mark D.; Balasubramanian, Neelakantan; Velaparthi, Upender; Zimmermann, Kurt; Saulnier, Mark G.; Liu, Peiying; Sang, Xiaopeng; Frennesson, David B.; Stoffan, Karen M.; Tarrant, James G.; Marinier, Anne; Roy, Stephan Patent: US2004/44203 A1, 2004 ; Location in patent: Page 30 ; US 20040044203 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-H317-H319
Precautionary Statements : P261-P264-P270-P272-P280-P302+P352-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   42.85
  • LogP   1.5959
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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