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CS-W001157 4
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3-Amino-6-chloropyridine-2-carbonitrile

  • CAS No. 95095-84-4

  • Cat. No. CS-0040208
  • Purity≥96%
  • MDL No.MFCD07780767

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

3-Amino-6-chloropyridine-2-carbonitrile|CS-0040208

Structure of 95095-84-4

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General Information

  • CAS No. 95095-84-4
  • Cat. No. CS-0040208
  • Purity ≥96%
  • MDL No. MFCD07780767
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄ClN₃
  • Molecular Weight None
  • Synonym(s) 3-aMino-6-chloropicolinonitrile
  • SMILES N#CC1=NC(Cl)=CC=C1N

Description

3-Amino-6-chloropyridine-2-carbonitrile features a trifunctional pyridine core integrating an amino group, a chlorine substituent, and a nitrile moiety. This combination enables direct coupling in heterocyclic synthesis, offering enhanced reactivity for pharmaceutical intermediates and functional materials under standard conditions.

Application

3-Amino-6-chloropyridine-2-carbonitrile serves as a versatile building block in medicinal chemistry, enabling efficient access to functionalized pyridine scaffolds. Its orthogonal reactivity—combining a nucleophilic amine, electrophilic chloro group, and stable nitrile—facilitates sequential derivatization via Suzuki-Miyaura, Buchwald-Hartwig, or amide coupling reactions. The compound exhibits excellent bench stability and is readily purified by recrystallization, making it well-suited for high-throughput synthesis and process development workflows.

Synthesis

  • Route1

    References

    • SHENYANG PHARMACEUTICAL UNIVERSITY Patent: US2011/183972 A1, 2011 ; Location in patent: Page/Page column 12-13 ; US 20110183972 A1
  • Route2
    • In-stock
      2,6-Dichloro-3-nitropyridine|CS-W001992
      16013-85-7
    • null|null
      7439-89-6
    • ~56%
    • In-stock
      3-Amino-6-chloropyridine-2-carbonitrile|CS-0040208
      95095-84-4

    References

    • Wyeth; Ligand Pharmaceuticals, Inc. Patent: US6399593 B1, 2002 ;
  • Route3

    References

    • Journal of Medicinal Chemistry, , vol. 41, # 23 p. 4533 - 4541

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-H312-H315-H319-H332-H335
Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P304+P341-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P363-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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