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5,7-Dichloropyrido[4,3-d]pyrimidin-4(3H)-one

  • CAS No. 918898-11-0

  • Cat. No. CS-0159061
  • Molecule weight216.02
  • Purity95+%
  • MDL No.MFCD16659147

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

5,7-Dichloropyrido[4,3-d]pyrimidin-4(3H)-one|CS-0159061

Structure of 918898-11-0

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General Information

  • CAS No. 918898-11-0
  • Cat. No. CS-0159061
  • Purity 95+%
  • MDL No. MFCD16659147
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₃Cl₂N₃O
  • Molecular Weight 216.02
  • Synonym(s) None
  • SMILES O=C1C(C(Cl)=NC(Cl)=C2)=C2N=CN1

Description

5,7-Dichloropyrido[4,3-d]pyrimidin-4(3H)-one is a heterocyclic scaffold featuring two chlorine substituents at the 5 and 7 positions, enhancing electron deficiency and metabolic stability. This core integrates readily into kinase inhibitors and medicinal chemistry libraries, offering high reactivity in nucleophilic substitution and coupling reactions under mild conditions.

Application

5,7-Dichloropyrido[4,3-d]pyrimidin-4(3H)-one serves as a versatile building block in medicinal chemistry, enabling the synthesis of purine analogs and kinase inhibitors. Its dichloro substitution pattern enhances electrophilic reactivity at C5 and C7, facilitating nucleophilic displacement and transition-metal-catalyzed coupling reactions. The pyrimidinone core provides excellent stability under standard bench conditions and tolerates a range of functional groups, simplifying purification and downstream derivatization.

Synthesis

  • Route1
    • 4-Amino-2,6-dichloronicotinamide|CS-0678382
      918898-03-0
    • null|null
      122-51-0
    • ~%
    • In-stock
      5,7-Dichloropyrido[4,3-d]pyrimidin-4(3H)-one|CS-0159061
      918898-11-0

    References

    • Jang, Mi-Yeon; Jonghe, Steven De; Gao, Ling-Jie; Herdewijn, Piet Tetrahedron Letters, 2006 , vol. 47, # 50 p. 8917 - 8920
  • Route2

    References

    • Jang, Mi-Yeon; Jonghe, Steven De; Gao, Ling-Jie; Herdewijn, Piet Tetrahedron Letters, 2006 , vol. 47, # 50 p. 8917 - 8920
  • Route3

    References

    • Jang, Mi-Yeon; Jonghe, Steven De; Gao, Ling-Jie; Herdewijn, Piet Tetrahedron Letters, 2006 , vol. 47, # 50 p. 8917 - 8920

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   58.64
  • LogP   1.6249
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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