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CS-W001157 4
Total: USD 88.00

2-Chloropyridine-5-acetonitrile

  • CAS No. 39891-09-3

  • Cat. No. CS-W013293
  • Purity≥97%
  • MDL No.MFCD04112495

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

2-Chloropyridine-5-acetonitrile|CS-W013293

Structure of 39891-09-3

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General Information

  • CAS No. 39891-09-3
  • Cat. No. CS-W013293
  • Purity ≥97%
  • MDL No. MFCD04112495
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅ClN₂
  • Molecular Weight 152.58
  • Synonym(s) 6-Chloro-3-pyridineacetonitrile
  • SMILES N#CCC1=CN=C(Cl)C=C1

Description

2-Chloropyridine-5-acetonitrile features a chlorinated pyridine core paired with a nitrile-bearing acetyl side chain, enabling direct integration into heterocyclic synthesis. The electron-deficient pyridine ring facilitates nucleophilic substitution, while the acetonitrile group serves as a versatile handle for further functionalization under standard conditions.

Application

2-Chloropyridine-5-acetonitrile serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the 3-position via palladium-catalyzed cross-coupling. The nitrile group offers high stability and compatibility with diverse reaction conditions, while the chloropyridine moiety facilitates efficient derivatization through nucleophilic substitution or transition-metal-catalyzed coupling. Its bench-stable nature and predictable reactivity make it ideal for constructing complex heterocyclic scaffolds in API development.

Synthesis

  • Route1
    • null|null
      773837-37-9
    • In-stock
      2-Chloro-5-chloromethylpyridine|CS-W016127
      70258-18-3
    • ~82%
    • In-stock
      2-Chloropyridine-5-acetonitrile|CS-W013293
      39891-09-3

    References

    • NOVARTIS INTERNATIONAL PHARMACEUTICAL LTD.; BURNS, Christopher, J.; GOSWAMI, Rajesh; JACKSON, Randy, W.; LESSEN, Thomas; LI, Weiping; PEVEAR, Daniel; TIRUNAHARI, Pavan, Kumar; XU, Hongyu Patent: WO2010/130708 A1, 2010 ; Location in patent: Page/Page column 105 ; WO 2010/130708 A1
  • Route2
    • In-stock
      2-Chloro-5-chloromethylpyridine|CS-W016127
      70258-18-3
    • null|null
      143-33-9
    • ~96%
    • In-stock
      2-Chloropyridine-5-acetonitrile|CS-W013293
      39891-09-3

    References

    • PFIZER LIMITED Patent: WO2007/45989 A1, 2007 ; Location in patent: Page/Page column 9; 24 ; WO 2007/045989 A1
  • Route3
    • In-stock
      2-Chloro-5-chloromethylpyridine|CS-W016127
      70258-18-3
    • null|null
      151-50-8
    • ~89%
    • In-stock
      2-Chloropyridine-5-acetonitrile|CS-W013293
      39891-09-3

    References

    • INCYTE CORPORATION Patent: US2008/39457 A1, 2008 ; Location in patent: Page/Page column 39 ; US 20080039457 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 3439
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-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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