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2-Bromo-3-methylisonicotinonitrile

  • CAS No. 1260024-26-7

  • Cat. No. CS-0099132
  • Molecule weight197.03
  • Purity≥98%
  • MDL No.MFCD28665862

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

2-Bromo-3-methylisonicotinonitrile|CS-0099132

Structure of 1260024-26-7

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General Information

  • CAS No. 1260024-26-7
  • Cat. No. CS-0099132
  • Purity ≥98%
  • MDL No. MFCD28665862
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅BrN₂
  • Molecular Weight 197.03
  • Synonym(s) None
  • SMILES N#CC1=CC=NC(Br)=C1C

Description

2-Bromo-3-methylisonicotinonitrile features a strategically positioned bromine atom and nitrile group on a methyl-substituted pyridine core, enabling direct functionalization in cross-coupling reactions. The electron-deficient heterocycle facilitates palladium-catalyzed transformations, while the methyl group enhances solubility and modulates reactivity. This compound serves as a key intermediate for bioactive heterocycles and advanced synthetic scaffolds.

Application

2-Bromo-3-methylisonicotinonitrile serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions to construct substituted pyridine scaffolds. Its bromo group facilitates C–C bond formation under standard Suzuki, Stille, or Negishi conditions, while the nitrile and methyl functionalities provide orthogonal reactivity for downstream derivatization. The compound exhibits good bench stability and is amenable to purification via flash chromatography, supporting its utility in multi-step synthesis campaigns.

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-P330-P362+P364-P405-P501

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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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