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CS-W001157 4
Total: USD 88.00

5-Bromo-6-methylpicolinonitrile

  • CAS No. 1173897-86-3

  • Cat. No. CS-W006150
  • Purity≥98%
  • MDL No.MFCD13181587

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

5-Bromo-6-methylpicolinonitrile|CS-W006150

Structure of 1173897-86-3

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General Information

  • CAS No. 1173897-86-3
  • Cat. No. CS-W006150
  • Purity ≥98%
  • MDL No. MFCD13181587
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅BrN₂
  • Molecular Weight 197.03
  • Synonym(s) 5-BroMo-6-Methyl-pyridine-2-carbonitrile
  • SMILES N#CC1=NC(C)=C(Br)C=C1

Description

5-Bromo-6-methylpicolinonitrile features a sterically hindered pyridine core with complementary electron-withdrawing nitrile and bromo substituents. This configuration enables direct coupling in cross-coupling reactions, offering high functional group tolerance and stability under standard conditions.

Application

5-Bromo-6-methylpicolinonitrile serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted heterocycles via palladium-catalyzed cross-coupling reactions. The bromo group facilitates Suzuki, Stille, and Negishi couplings, while the nitrile and methyl functionalities offer orthogonal reactivity for downstream functionalization. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • null|null
      557-21-1
    • In-stock
      3,6-Dibromo-2-methylpyridine|CS-W003282
      39919-65-8
    • ~%
    • In-stock
      5-Bromo-6-methylpicolinonitrile|CS-W006150
      1173897-86-3

    References

    • EP2080761 A1, ; Page/Page column 36 ;
  • Route2
    • null|null
      773837-37-9
    • In-stock
      3-Bromo-6-fluoro-2-methylpyridine|CS-W003022
      375368-83-5
    • ~15%
    • In-stock
      5-Bromo-6-methylpicolinonitrile|CS-W006150
      1173897-86-3

    References

    • F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BENDELS, Stefanie; GRETHER, Uwe; KIMBARA, Atsushi; NETTEKOVEN, Matthias; ROEVER, Stephan; ROGERS-EVANS, Mark; SCHAFFTER, Ernst; SCHULZ-GASCH, Tanja Patent: WO2014/86806 A1, 2014 ; Location in patent: Page/Page column 49 ;
  • Route3
    • null|null
      773837-37-9
    • null|null
      1256761-32-6
    • ~66%
    • In-stock
      5-Bromo-6-methylpicolinonitrile|CS-W006150
      1173897-86-3

    References

    • Synergetica Changzhou Chemical Company Patent: US2010/305330 A1, 2010 ; Location in patent: Page/Page column 2-3 ;

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   36.68
  • LogP   2.0242
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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