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CS-W001157 4
Total: USD 88.00

2-Amino-3-bromo-5-fluoropyridine

  • CAS No. 869557-43-7

  • Cat. No. CS-W010739
  • Purity≥97%
  • MDL No.MFCD03092924

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

2-Amino-3-bromo-5-fluoropyridine|CS-W010739

Structure of 869557-43-7

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General Information

  • CAS No. 869557-43-7
  • Cat. No. CS-W010739
  • Purity ≥97%
  • MDL No. MFCD03092924
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄BrFN₂
  • Molecular Weight 191.00
  • Synonym(s) 3-Bromo-5-fluoro-2-pyridinamine
  • SMILES BrC(C=C(F)C=N1)=C1N

Description

2-Amino-3-bromo-5-fluoropyridine features a pyridine core functionalized with amino, bromo, and fluoro groups at strategic positions. This electron-deficient heterocycle enables direct coupling in cross-coupling reactions and serves as a key scaffold for medicinal chemistry libraries. The combination of polar substituents enhances solubility and reactivity under standard conditions.

Application

2-Amino-3-bromo-5-fluoropyridine serves as a versatile building block for the synthesis of functionalized pyridine derivatives. Its orthogonal reactivity enables selective Suzuki-Miyaura and Ullmann couplings, while the amino group facilitates electrophilic substitution or derivatization. The molecule exhibits good bench stability and is compatible with standard purification methods, making it well-suited for medicinal chemistry campaigns and API intermediate development.

Synthesis

  • Route1

    References

    • AMGEN INC.; ALLEN, Jennifer R.; CHEN, Jian J.; FROHN, Michael J.; HU, Essa; LIU, Qingyian; PICKRELL, Alexander J.; RUMFELT, Shannon; RZASA, Robert M.; ZHONG, Wenge Patent: WO2011/143365 A1, 2011 ; Location in patent: Page/Page column 154 ; WO 2011/143365 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 3259
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   38.91
  • LogP   1.5654
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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