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CS-W001157 4
Total: USD 88.00

3-Bromo-6-methoxypicolinonitrile

  • CAS No. 1186637-43-3

  • Cat. No. CS-0131933
  • Purity≥98%
  • MDL No.MFCD08062835

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

3-Bromo-6-methoxypicolinonitrile|CS-0131933

Structure of 1186637-43-3

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General Information

  • CAS No. 1186637-43-3
  • Cat. No. CS-0131933
  • Purity ≥98%
  • MDL No. MFCD08062835
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅BrN₂O
  • Molecular Weight 213.03
  • Synonym(s) 3-Bromo-2-yyano-6-methoxypyridine
  • SMILES N#CC1=NC(OC)=CC=C1Br

Description

3-Bromo-6-methoxypicolinonitrile features a pyridine core functionalized with bromine, methoxy, and nitrile groups, enabling diverse coupling reactions. The electron-deficient ring facilitates nucleophilic substitution, while the methoxy group enhances solubility and modulates reactivity. This compound serves as a key intermediate in synthesizing bioactive heterocycles and pharmaceutical scaffolds under standard conditions.

Application

3-Bromo-6-methoxypicolinonitrile serves as a versatile building block for heterocyclic synthesis, enabling efficient access to substituted pyridine scaffolds via palladium-catalyzed cross-coupling reactions. The bromo group facilitates C–C bond formation under standard Suzuki, Stille, or Negishi conditions, while the nitrile and methoxy functionalities offer orthogonal reactivity for downstream transformations. Its bench-stable nature and compatibility with diverse reaction conditions make it well-suited for medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • null|null
      446284-14-6
    • null|null
      7677-24-9
    • ~82%
    • In-stock
      3-Bromo-6-methoxypicolinonitrile|CS-0131933
      1186637-43-3

    References

    • F. HOFFMANN-LA ROCHE AG; GENENTECH, INC; CHEN, Huifen; CRAWFORD, Terry; MAGNUSON, Steven, R.; NDUBAKU, Chudi; WANG, Lan Patent: WO2013/113669 A1, 2013 ; Location in patent: Page/Page column 74 ;
  • Route2
    • In-stock
      3-Bromo-6-oxo-1,6-dihydropyridine-2-carbonitrile|CS-0157798
      1186637-40-0
    • null|null
      74-88-4
    • ~%
    • In-stock
      3-Bromo-6-methoxypicolinonitrile|CS-0131933
      1186637-43-3

    References

    • WO2009/111337 A1, ; Page/Page column 175 ; WO 2009/111337 A1
  • Route3

    References

    • WO2013/113669 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-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   45.91
  • LogP   1.72438
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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