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CS-W001157 4
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3-Bromo-6-methylpicolinonitrile

  • CAS No. 717843-48-6

  • Cat. No. CS-W021879
  • Purity≥98%
  • MDL No.MFCD08059560

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

3-Bromo-6-methylpicolinonitrile|CS-W021879

Structure of 717843-48-6

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General Information

  • CAS No. 717843-48-6
  • Cat. No. CS-W021879
  • Purity ≥98%
  • MDL No. MFCD08059560
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅BrN₂
  • Molecular Weight 197.03
  • Synonym(s) 3-Bromo-2-cyano-6-methylpyridine
  • SMILES N#CC1=NC(C)=CC=C1Br

Description

3-Bromo-6-methylpicolinonitrile features a bromine substituent and a methyl group positioned ortho to the nitrile moiety on a picolinonitrile scaffold. This electron-deficient heterocycle enables direct functionalization in cross-coupling reactions, offering enhanced reactivity for constructing complex nitrogen-containing architectures under mild conditions.

Application

3-Bromo-6-methylpicolinonitrile serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal functionalization profile. The nitrile group facilitates downstream transformations such as amide formation or reduction, while the bromine supports Suzuki, Stille, and Negishi couplings. Bench-stable and readily purified by recrystallization, it functions effectively in the synthesis of heterocyclic scaffolds and bioactive molecules.

Synthesis

  • Route1
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      31181-64-3
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      7677-24-9
    • ~%
    • In-stock
      3-Bromo-6-methylpicolinonitrile|CS-W021879
      717843-48-6

    References

    • WO2009/111337 A1, ; Page/Page column 177 ; WO 2009/111337 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   36.68
  • LogP   2.0242
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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