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CS-W001157 4
Total: USD 88.00

2-(6-Bromopyridin-2-yl)acetonitrile

  • CAS No. 112575-11-8

  • Cat. No. CS-0036385
  • Molecule weight197.03
  • Purity≥98%
  • MDL No.None

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

2-(6-Bromopyridin-2-yl)acetonitrile|CS-0036385

Structure of 112575-11-8

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General Information

  • CAS No. 112575-11-8
  • Cat. No. CS-0036385
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅BrN₂
  • Molecular Weight 197.03
  • Synonym(s) 2-Bromo-6-(cyanomethyl)pyridine
  • SMILES C1=CC(=NC(=C1)CC#N)Br

Description

This brominated pyridine acetonitrile integrates readily into cross-coupling reactions, featuring a reactive nitrile group and a halogen handle for further functionalization. The electron-deficient pyridine ring enhances reactivity in palladium-catalyzed transformations.

Application

2-(6-Bromopyridin-2-yl)acetonitrile serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of biologically relevant heterocyclic scaffolds. The bromine and nitrile functionalities provide orthogonal handles for palladium-catalyzed cross-coupling and nucleophilic transformations, respectively. Its bench-stable nature and compatibility with standard reaction conditions facilitate straightforward incorporation into complex molecular architectures, making it a practical choice for medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • In-stock
      2,6-Dibromopyridine|CS-W008833
      626-05-1
    • null|null
      75-05-8
    • ~91%
    • In-stock
      2-(6-Bromopyridin-2-yl)acetonitrile|CS-0036385
      112575-11-8

    References

    • Skerlj; Bogucki; Bridger Synlett, 2000 , # 10 p. 1488 - 1490
  • Route2
    • null|null
      773837-37-9
    • In-stock
      2-Bromo-6-(bromomethyl)pyridine|CS-W005793
      83004-10-8
    • ~41%
    • In-stock
      2-(6-Bromopyridin-2-yl)acetonitrile|CS-0036385
      112575-11-8

    References

    • APPLIED RESEARCH SYSTEMS ARS HOLDING N. V. Patent: WO2004/98607 A1, 2004 ; Location in patent: Page/Page column 43-44 ; WO 2004/098607 A1
  • Route3
    • null|null
      151-50-8
    • (6-Bromopyridin-2-yl)methyl methanesulfonate|CS-0620592
      557789-12-5
    • ~%
    • In-stock
      2-(6-Bromopyridin-2-yl)acetonitrile|CS-0036385
      112575-11-8

    References

    • WO2005/14566 A1, ; Page/Page column 87 ;

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   1.91018
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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