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6-Iodopyridazin-3-amine

  • CAS No. 187973-60-0

  • Cat. No. CS-0046182
  • Purity≥95%
  • MDL No.MFCD09991754

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

6-Iodopyridazin-3-amine|CS-0046182

Structure of 187973-60-0

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General Information

  • CAS No. 187973-60-0
  • Cat. No. CS-0046182
  • Purity ≥95%
  • MDL No. MFCD09991754
  • Storage -20°C, sealed storage, away from moisture and light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₄IN₃
  • Molecular Weight 221.00
  • Synonym(s) None
  • SMILES NC1=NN=C(I)C=C1

Description

6-Iodopyridazin-3-amine is a bench-stable heterocyclic building block featuring a reactive iodine atom at the 6-position and a primary amine at the 3-position. This combination enables facile cross-coupling and derivatization under standard conditions, making it ideal for constructing complex pharmaceutical intermediates and functionalized materials through palladium-catalyzed transformations.

Application

6-Iodopyridazin-3-amine serves as a versatile building block for the construction of bioactive heterocycles, enabling palladium-catalyzed cross-coupling reactions with broad functional group tolerance. Its iodine substituent facilitates efficient Suzuki-Miyaura and Buchwald-Hartwig couplings, while the pyridazinamine core provides a rigid, polar scaffold suitable for medicinal chemistry applications. The compound exhibits good bench stability and is readily purified by standard chromatographic methods, making it ideal for iterative synthesis workflows in drug discovery.

Synthesis

  • Route1

    References

    • F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; FLOHR, Alexander; GROEBKE ZBINDEN, Katrin; KOERNER, Matthias; LERNER, Christian Patent: WO2013/178569 A1, 2013 ; Location in patent: Page/Page column 58-59 ;

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

Quality Control

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Computational Chemistry Data

  • TPSA   51.8
  • LogP   0.6634
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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