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CS-W001157 4
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5-Chloro-1,4-dihydropyrimido[5,4-e][1,2,4]triazine

  • CAS No. 91115-01-4

  • Cat. No. CS-0089542
  • Molecule weight169.57
  • Purity≥98%
  • MDL No.None

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

5-Chloro-1,4-dihydropyrimido[5,4-e][1,2,4]triazine|CS-0089542

Structure of 91115-01-4

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General Information

  • CAS No. 91115-01-4
  • Cat. No. CS-0089542
  • Purity ≥98%
  • MDL No. None
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄ClN₅
  • Molecular Weight 169.57
  • Synonym(s) 5-Chloro-1,2-dihydropyrimido[5,4-e][1,2,4]triazine
  • SMILES ClC1=C2NC=NNC2=NC=N1

Description

5-Chloro-1,4-dihydropyrimido[5,4-e][1,2,4]triazine is a heterocyclic scaffold featuring a chlorinated pyrimidine core fused to a triazine ring. This electron-deficient system enables selective coupling reactions in medicinal chemistry and materials synthesis. The molecule exhibits bench-stable handling and compatibility with diverse functional groups, facilitating integration into complex molecular architectures.

Application

5-Chloro-1,4-dihydropyrimido[5,4-e][1,2,4]triazine serves as a versatile building block for constructing biologically relevant heterocyclic scaffolds. The chlorine atom at the 5-position enables efficient nucleophilic substitution, facilitating the introduction of diverse amine and thiol derivatives under mild conditions. Its stability under standard bench handling and compatibility with common protecting group strategies make it ideal for modular synthesis in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • In-stock
      4-Chloro-6-hydrazinylpyrimidin-5-amine|CS-0045838
      42786-59-4
    • null|null
      149-73-5
    • ~%
    • In-stock
      5-Chloro-1,4-dihydropyrimido[5,4-e][1,2,4]triazine|CS-0089542
      91115-01-4

    References

    • SYNGENTA LIMITED; SYNGENTA PARTICIPATIONS AG Patent: WO2004/56829 A1, 2004 ; Location in patent: Page 76 ;
  • Route2
    • null|null
      122-51-0
    • In-stock
      4-Chloro-6-hydrazinylpyrimidin-5-amine|CS-0045838
      42786-59-4
    • ~73%
    • In-stock
      5-Chloro-1,4-dihydropyrimido[5,4-e][1,2,4]triazine|CS-0089542
      91115-01-4

    References

    • Crowley, Patrick J.; Lamberth, Clemens; Mueller, Urs; Wendeborn, Sebastian; Sageot, Olivia-A.; Williams, John; Bartovic, Alexander Tetrahedron Letters, 2010 , vol. 51, # 19 p. 2652 - 2654

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
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   62.2
  • LogP   0.9107
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   0

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