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3-Amino-5-bromopicolinonitrile

  • CAS No. 573675-27-1

  • Cat. No. CS-0042786
  • Purity≥98%
  • MDL No.MFCD07375025

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

3-Amino-5-bromopicolinonitrile|CS-0042786

Structure of 573675-27-1

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General Information

  • CAS No. 573675-27-1
  • Cat. No. CS-0042786
  • Purity ≥98%
  • MDL No. MFCD07375025
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BrN₃
  • Molecular Weight 198.02
  • Synonym(s) 3-Amino-5-bromopyridine-2-carbonitrile
  • SMILES N#CC1=NC=C(Br)C=C1N

Description

3-Amino-5-bromopicolinonitrile features a pyridine core bearing amino, bromo, and nitrile functionalities at the 3-, 5-, and 6-positions, respectively. This electron-deficient heterocycle integrates seamlessly into cross-coupling reactions and serves as a key building block for bioactive molecules in medicinal chemistry and agrochemical development.

Application

3-Amino-5-bromopicolinonitrile serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted pyridine scaffolds. The molecule combines an electron-deficient pyridine core with orthogonal functional groups—amino, bromo, and nitrile—that facilitate diverse transformations including Suzuki-Miyaura coupling, nucleophilic substitution, and amide formation. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for iterative synthesis campaigns targeting bioactive heterocycles.

Synthesis

  • Route1

    References

    • WO2005/42498 A2, ; Page/Page column 44 ; WO 2005/042498 A2
  • Route2

    References

    • Journal of the Chemical Society, , p. 2042,2044
  • Route3

    References

    • Journal of the Chemical Society, , p. 2042,2044

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

  • TPSA   62.7
  • LogP   1.29798
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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