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5-Bromo-3-ethynylpyridin-2-ylamine

  • CAS No. 1210838-82-6

  • Cat. No. CS-0018868
  • Purity≥95%
  • MDL No.MFCD10566045

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

5-Bromo-3-ethynylpyridin-2-ylamine|CS-0018868

Structure of 1210838-82-6

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General Information

  • CAS No. 1210838-82-6
  • Cat. No. CS-0018868
  • Purity ≥95%
  • MDL No. MFCD10566045
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅BrN₂
  • Molecular Weight 197.03
  • Synonym(s) 5-Bromo-3-ethynylpyridin-2-ylamine; 5-bromo-3-ethynylpyridin-2-amine
  • SMILES NC1=NC=C(Br)C=C1C#C

Description

5-Bromo-3-ethynylpyridin-2-ylamine features a pyridine core with strategically positioned bromo and ethynyl groups, enabling seamless integration into cross-coupling and click chemistry workflows. The terminal alkyne supports efficient CuAAC reactions, while the electron-deficient pyridine nitrogen enhances reactivity in transition metal-catalyzed transformations. This bench-stable, moisture-tolerant scaffold serves as a modular building block for advanced heterocyclic systems.

Application

5-Bromo-3-ethynylpyridin-2-ylamine serves as a versatile building block in cross-coupling and click chemistry applications. The terminal alkyne functionality enables efficient CuAAC reactions, while the bromine and amine groups offer orthogonal handles for Pd- or Ni-catalyzed couplings. Its bench-stable nature and compatibility with diverse reaction conditions facilitate streamlined synthesis of functionalized heterocycles and advanced scaffolds in medicinal chemistry workflows.

Synthesis

  • Route1

    References

    • US2011/28511 A1, ; Page/Page column 12 ;
  • Route2

    References

    • Hildbrand, Stefan; Mair, Hans-Juergen; Radinov, Roumen Nikolaev; Ren, Yi; Wright, James Anderson Patent: US2011/28511 A1, 2011 ; Location in patent: Page/Page column 12 ;

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   38.91
  • LogP   1.4076
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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