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CS-W001157 4
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2-(3-Bromopyridin-4-yl)acetonitrile

  • CAS No. 142892-31-7

  • Cat. No. CS-0186400
  • Purity≥98%
  • MDL No.None

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

2-(3-Bromopyridin-4-yl)acetonitrile|CS-0186400

Structure of 142892-31-7

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General Information

  • CAS No. 142892-31-7
  • Cat. No. CS-0186400
  • 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) (3-Bromo-4-pyridinyl)acetonitrile
  • SMILES C(C#N)C1=CC=NC=C1Br

Description

2-(3-Bromopyridin-4-yl)acetonitrile features a brominated pyridine core paired with a nitrile-bearing acetyl side chain, enabling direct incorporation into cross-coupling and cyclization workflows. The electron-deficient pyridine ring enhances reactivity in palladium-catalyzed transformations, while the nitrile group serves as a versatile handle for downstream functionalization. This bench-stable intermediate supports efficient synthesis of bioactive heterocycles and advanced pharmaceutical intermediates.

Application

2-(3-Bromopyridin-4-yl)acetonitrile serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its bromo and nitrile functionalities. The acetonitrile group enhances solubility and offers a handle for further derivatization, while the pyridine scaffold provides orthogonal reactivity. Bench-stable and compatible with standard synthetic workflows, it facilitates efficient construction of heterocyclic scaffolds and API intermediates.

Synthesis

  • Route1
    • null|null
      143-33-9
    • null|null
      17117-15-6
    • ~%
    • In-stock
      2-(3-Bromopyridin-4-yl)acetonitrile|CS-0186400
      142892-31-7
    • null|null
      142892-36-2

    References

    • Bremner; Dunn; Wilson Synthesis, 1992 , # 6 p. 528 - 530

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

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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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