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3-Amino-6-bromopyridazine

  • CAS No. 88497-27-2

  • Cat. No. CS-D1644
  • Purity≥97%
  • MDL No.MFCD01646092

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

3-Amino-6-bromopyridazine|CS-D1644

Structure of 88497-27-2

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General Information

  • CAS No. 88497-27-2
  • Cat. No. CS-D1644
  • Purity ≥97%
  • MDL No. MFCD01646092
  • Storage -20°C, sealed storage, away from moisture and light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₄BrN₃
  • Molecular Weight 174.00
  • Synonym(s) 6-Bromo-3-pyridazinamine; 6-Bromopyridazin-3-amine; 6-Bromopyridazin-3-ylamine
  • SMILES NC1=NN=C(Br)C=C1

Description

3-Amino-6-bromopyridazine is a heterocyclic building block featuring an electron-rich amino group and a reactive bromine substituent. This combination enables direct functionalization via cross-coupling or nucleophilic substitution, facilitating rapid access to complex pyridazine derivatives in medicinal chemistry and materials science.

Application

3-Amino-6-bromopyridazine serves as a versatile building block in medicinal chemistry, enabling direct coupling reactions via its bromine and amino functionalities. The amino group facilitates nucleophilic substitution and metal-catalyzed cross-coupling, while the bromine supports Pd-catalyzed transformations. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for constructing heterocyclic scaffolds and functionalized pyridazine derivatives in API development.

Synthesis

  • Route1

    References

    • BAYER PHARMA AKTIENGESELLSCHAFT; SIEMEISTER, Gerhard; BADER, Benjamin; WENGNER, Antje, Margret; MUMBERG, Dominik; KOPPITZ, Marcus; KLAR, Ulrich; KROEMER, Guido; VITALE, Ilio; JEMAÀ, Mohamed Patent: WO2014/20041 A1, 2014 ; Location in patent: Page/Page column 137 ;

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   0.8213
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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