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CS-W001157 4
Total: USD 88.00

2-Amino-4-bromopyridine

  • CAS No. 84249-14-9

  • Cat. No. CS-D0698
  • Purity≥96%
  • MDL No.MFCD01646115

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

2-Amino-4-bromopyridine|CS-D0698

Structure of 84249-14-9

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General Information

  • CAS No. 84249-14-9
  • Cat. No. CS-D0698
  • Purity ≥96%
  • MDL No. MFCD01646115
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅BrN₂
  • Molecular Weight 173.01
  • Synonym(s) 4-Bromopyridine-2-amine
  • SMILES BrC1=CC(N)=NC=C1

Description

2-Amino-4-bromopyridine features a bromine substituent at the 4-position and an amino group at the 2-position, creating a uniquely activated pyridine scaffold. This electronic configuration enables direct coupling reactions with palladium catalysts under standard conditions. The compound serves as a key building block in medicinal chemistry for synthesizing kinase inhibitors and bioactive heterocycles.

Application

2-Amino-4-bromopyridine serves as a versatile building block in medicinal chemistry and catalytic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal reactivity profile. The amino group facilitates direct functionalization or protection strategies, while the bromine atom provides a reliable handle for C–C bond formation under standard Suzuki, Stille, or Negishi conditions. Its bench-stable crystalline form simplifies handling and purification, making it well-suited for modular heterocycle construction and API intermediate development.

Synthesis

  • Route1

    References

    • CURIS, INC. Patent: WO2008/57497 A2, 2008 ; Location in patent: Page/Page column 301 ;
  • Route2
    • null|null
      1350452-28-6
    • ~28%
    • In-stock
      2-Amino-4-bromopyridine|CS-D0698
      84249-14-9

    References

    • Lin, Yih-Shyan; Park, Jaeok; De Schutter, Joris W.; Huang, Xian Fang; Berghuis, Albert M.; Sebag, Michael; Tsantrizos, Youla S. Journal of Medicinal Chemistry, 2012 , vol. 55, # 7 p. 3201 - 3215
  • Route3

    References

    • WO2011/147038 A1, ;

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-H317-H319-H335-H412
Precautionary Statements : P271-P280-P261-P302+P352-P305+P351+P338-P333+P313-P405-P403+P233-P501

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Computational Chemistry Data

  • TPSA   38.91
  • LogP   1.4263
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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