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CS-W001157 4
Total: USD 88.00

3-Amino-6-chloropyridazine

  • CAS No. 5469-69-2

  • Cat. No. CS-W019657
  • Purity≥98%
  • MDL No.MFCD00051506

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

3-Amino-6-chloropyridazine|CS-W019657

Structure of 5469-69-2

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General Information

  • CAS No. 5469-69-2
  • Cat. No. CS-W019657
  • Purity ≥98%
  • MDL No. MFCD00051506
  • Storage -20°C, sealed storage, away from moisture and light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₄ClN₃
  • Molecular Weight 129.55
  • Synonym(s) None
  • SMILES NC1=NN=C(Cl)C=C1

Description

3-Amino-6-chloropyridazine is a heterocyclic building block featuring an electron-rich amino group and a reactive chloro substituent at adjacent ring positions. This combination enables direct functionalization via nucleophilic substitution or coupling reactions, facilitating the synthesis of advanced pharmaceutical intermediates and agrochemical scaffolds under mild conditions.

Application

3-Amino-6-chloropyridazine serves as a versatile building block in medicinal chemistry, enabling direct functionalization via nucleophilic substitution or transition-metal-catalyzed coupling. The amino group provides a handle for derivatization, while the chloro substituent offers high reactivity in Pd-catalyzed cross-coupling reactions. Its stability under standard bench conditions and compatibility with diverse reaction environments make it a practical scaffold for constructing heterocyclic APIs and bioactive compounds.

Synthesis

  • Route1

    References

    • SIRTRIS PHARMACEUTICALS, INC.; CASAUBON, Rebecca, L.; NARAYAN, Radha; OALMANN, Christopher; VU, Chi, B. Patent: WO2013/59587 A1, 2013 ; Location in patent: Page/Page column 74; 75 ;
  • Route2

    References

    • Polanc, Slovenko; Stanovnik, Branko; Tisler, Miha Synthesis, 1980 , # 10 p. 830 - 831
  • Route3
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    References

    • Tetrahedron Letters, , vol. 37, # 23 p. 4065 - 4068

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   51.8
  • LogP   0.7122
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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