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CS-W001157 4
Total: USD 88.00

2-Chloro-3-nitropyridine-4-carboxylic acid

  • CAS No. 353281-15-9

  • Cat. No. CS-0051971
  • Purity≥98%
  • MDL No.None

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

2-Chloro-3-nitropyridine-4-carboxylic acid|CS-0051971

Structure of 353281-15-9

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General Information

  • CAS No. 353281-15-9
  • Cat. No. CS-0051971
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃ClN₂O₄
  • Molecular Weight 202.55
  • Synonym(s) 2-Chloro-3-nitropyridine-4-carboxylic acid
  • SMILES OC(=O)C1=C(C(Cl)=NC=C1)[N+]([O-])=O

Description

2-Chloro-3-nitroisonicotinic acid features a strategically positioned chloro group and electron-deficient nitro moiety on the pyridine ring, enabling direct incorporation into heterocyclic scaffolds. This bench-stable derivative delivers enhanced reactivity in cross-coupling and cyclization processes under standard conditions.

Application

2-Chloro-3-nitroisonicotinic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of substituted isonicotinamide scaffolds through amide coupling or nucleophilic displacement. Its ortho-chloro and meta-nitro groups provide complementary reactivity for sequential functionalization, with good bench stability and straightforward purification via recrystallization. The molecule functions effectively in standard cross-coupling and heterocycle formation protocols, offering reliable access to bioactive intermediates in API development.

Synthesis

  • Route1

    References

    • Beijing Yiling Bioengineering Co., Ltd. Patent: EP2366691 A1, 2011 ; Location in patent: Page/Page column 7-8 ;
  • Route2

    References

    • Beijing Yiling Bioengineering Co., Ltd. Patent: EP2366691 A1, 2011 ;
  • Route3

    References

    • Beijing Yiling Bioengineering Co., Ltd. Patent: EP2366691 A1, 2011 ;

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   93.33
  • LogP   1.3414
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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