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CS-W001157 4
Total: USD 88.00

5-Bromo-3-nitropicolinonitrile

  • CAS No. 573675-25-9

  • Cat. No. CS-W008117
  • Purity≥97%
  • MDL No.MFCD06657551

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

5-Bromo-3-nitropicolinonitrile|CS-W008117

Structure of 573675-25-9

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General Information

  • CAS No. 573675-25-9
  • Cat. No. CS-W008117
  • Purity ≥97%
  • MDL No. MFCD06657551
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₂BrN₃O₂
  • Molecular Weight 228.00
  • Synonym(s) 5-Bromo-3-nitropyridine-2-carbonitrile
  • SMILES N#CC1=NC=C(Br)C=C1[N+]([O-])=O

Description

5-Bromo-3-nitropicolinonitrile features a trifunctional pyridine core bearing bromine, nitro, and cyano groups at strategic positions. This electron-deficient heterocycle enables direct functionalization in cross-coupling and nucleophilic substitution reactions. The molecule exhibits excellent stability under standard conditions and serves as a key intermediate in the synthesis of advanced pharmaceuticals and functional materials.

Application

5-Bromo-3-nitropicolinonitrile serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its bromine and nitrile functionalities. The nitro group provides a handle for selective reduction or further functionalization, while the pyridine core offers structural rigidity and tunable electronic properties. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient access to substituted pyridine scaffolds relevant to medicinal chemistry and materials science.

Synthesis

  • Route1
    • In-stock
      2,5-Dibromo-3-nitropyridine|CS-W003617
      15862-37-0
    • null|null
      544-92-3
    • ~60%
    • In-stock
      5-Bromo-3-nitropicolinonitrile|CS-W008117
      573675-25-9

    References

    • EP1757594 A1, ; Page/Page column 76 ; EP 1757594 A1
  • Route2
    • In-stock
      2,5-Dibromo-3-nitropyridine|CS-W003617
      15862-37-0
    • null|null
      4367-08-2
    • ~%
    • In-stock
      5-Bromo-3-nitropicolinonitrile|CS-W008117
      573675-25-9

    References

    • WO2005/63690 A1, ; Page/Page column 29 ; WO 2005/063690 A1
  • Route3

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 17, # 13 p. 3608 - 3612

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H312+H332-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   79.82
  • LogP   1.62398
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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