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CS-W001157 4
Total: USD 88.00

2-Chloro-3-pyridineacetonitrile

  • CAS No. 101012-32-2

  • Cat. No. CS-W020736
  • Purity≥98%
  • MDL No.MFCD09923767

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

2-Chloro-3-pyridineacetonitrile|CS-W020736

Structure of 101012-32-2

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General Information

  • CAS No. 101012-32-2
  • Cat. No. CS-W020736
  • Purity ≥98%
  • MDL No. MFCD09923767
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅ClN₂
  • Molecular Weight 152.58
  • Synonym(s) (2-Chloropyridin-3-yl)acetonitrile; 2-Chloro-3-cyanomethylpyridine; 2-Chloropyridine-3-acetonitrile
  • SMILES N#CCC1=CC=CN=C1Cl

Description

2-Chloro-3-pyridineacetonitrile features a chlorinated pyridine core paired with a nitrile-bearing acetyl side chain, enabling direct incorporation into heterocyclic scaffolds. This bench-stable reagent facilitates efficient synthesis of bioactive pyridine derivatives through nucleophilic substitution and transition-metal-catalyzed coupling reactions.

Application

2-Chloro-3-pyridineacetonitrile serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyridine-based scaffolds. Its dual functionality—reactive chloro group and electron-deficient nitrile—facilitates nucleophilic substitution, palladium-catalyzed coupling, and heterocycle elaboration under standard conditions. The compound exhibits good bench stability and compatibility with common protecting groups, facilitating purification and integration into multi-step syntheses.

Synthesis

  • Route1
    • null|null
      6635-88-7
    • ~43%
    • In-stock
      2-Chloro-3-pyridineacetonitrile|CS-W020736
      101012-32-2

    References

    • Aventis Pharmaceuticals Inc. Patent: US2005/54631 A1, 2005 ; Location in patent: Page/Page column 23-24 ;
  • Route2
    • In-stock
      2-Chloro-3-(chloromethyl)pyridine|CS-W016128
      89581-84-0
    • null|null
      143-33-9
    • ~61%
    • In-stock
      2-Chloro-3-pyridineacetonitrile|CS-W020736
      101012-32-2

    References

    • Takeda Pharmaceutical Company Limited Patent: EP2018863 A1, 2009 ; Location in patent: Page/Page column 74 ;
  • Route3
    • In-stock
      2-Chloro-3-(chloromethyl)pyridine|CS-W016128
      89581-84-0
    • null|null
      151-50-8
    • ~80%
    • In-stock
      2-Chloro-3-pyridineacetonitrile|CS-W020736
      101012-32-2

    References

    • UCB PHARMA S.A. Patent: WO2009/13462 A1, 2009 ; Location in patent: Page/Page column 25-26 ; WO 2009/013462 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   1.80108
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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