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CS-W001157 4
Total: USD 88.00

2-Amino-6-chloronicotinonitrile

  • CAS No. 52471-07-5

  • Cat. No. CS-W021576
  • Purity≥95%
  • MDL No.None

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

2-Amino-6-chloronicotinonitrile|CS-W021576

Structure of 52471-07-5

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General Information

  • CAS No. 52471-07-5
  • Cat. No. CS-W021576
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄ClN₃
  • Molecular Weight 153.57
  • Synonym(s) 2-Amino-6-chloropyridine-3-carbonitrile
  • SMILES N#CC1=C(N)N=C(Cl)C=C1

Description

2-Amino-6-chloronicotinonitrile features a pyridine core bearing an electron-deficient nitrile group and a chloro substituent at the 6-position, enabling selective coupling in heterocyclic synthesis. The amino functionality provides a handle for derivatization under mild conditions, while the molecule exhibits bench-stable behavior and good solubility in polar aprotic solvents.

Application

2-Amino-6-chloronicotinonitrile serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles through palladium-catalyzed cross-coupling and nucleophilic substitution reactions. Its ortho-chloro and nitrile groups provide complementary handles for functionalization, while the amino group facilitates direct derivatization. The compound exhibits good bench stability and is compatible with standard purification techniques, making it well-suited for iterative synthesis campaigns targeting pharmaceutical intermediates.

Synthesis

  • Route1
    • null|null
      1062197-07-2
    • ~67%
    • In-stock
      2-Amino-6-chloronicotinonitrile|CS-W021576
      52471-07-5

    References

    • BAYER HEALTHCARE AG Patent: US2009/258877 A1, 2009 ; Location in patent: Page/Page column 17-18 ;
  • Route2

    References

    • BAYER SCHERING PHARMA AKTIENGESELLSCHAFT Patent: US2011/190316 A1, 2011 ; US 20110190316 A1
  • Route3

    References

    • BAYER SCHERING PHARMA AKTIENGESELLSCHAFT Patent: US2011/190316 A1, 2011 ; US 20110190316 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

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Computational Chemistry Data

  • TPSA   62.7
  • LogP   1.18888
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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