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CS-W001157 4
Total: USD 88.00

6-Chloro-5-nitronicotinic acid methyl ester

  • CAS No. 59237-53-5

  • Cat. No. CS-B0656
  • Purity≥98%
  • MDL No.MFCD01928341

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

6-Chloro-5-nitronicotinic acid methyl ester|CS-B0656

Structure of 59237-53-5

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General Information

  • CAS No. 59237-53-5
  • Cat. No. CS-B0656
  • Purity ≥98%
  • MDL No. MFCD01928341
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅ClN₂O₄
  • Molecular Weight 216.58
  • Synonym(s) NSC 405361; Methyl 6-chloro-5-nitronicotinate
  • SMILES O=C(OC)C1=CN=C(Cl)C([N+]([O-])=O)=C1

Description

6-Chloro-5-nitronicotinic acid methyl ester features a chlorinated pyridine core with complementary nitro and ester functionalities. This electron-deficient scaffold integrates readily into heterocyclic synthesis, serving as a key intermediate for bioactive molecule construction under standard conditions.

Application

6-Chloro-5-nitronicotinic acid methyl ester serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted pyridine scaffolds. Its orthogonal functional groups—chlorine at C6 and nitro at C5—facilitate sequential transformations via nucleophilic substitution and reduction, respectively. The methyl ester provides a handle for further derivatization, while the compound exhibits good bench stability and ease of purification, making it well-suited for multi-step synthesis campaigns in API development.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      6-Hydroxy-5-nitronicotinic acid|CS-W002917
      6635-31-0
    • ~91%
    • In-stock
      6-Chloro-5-nitronicotinic acid methyl ester|CS-B0656
      59237-53-5

    References

    • SIRTRIS PHARMACEUTICALS, INC.; OALMANN, Christopher; DISCH, Jeremy, S.; NG, Pui, Yee; PERNI, Robert, B. Patent: WO2010/71853 A1, 2010 ; Location in patent: Page/Page column 68 ;
  • Route2
    • null|null
      67-56-1
    • ~%
    • In-stock
      6-Chloro-5-nitronicotinic acid methyl ester|CS-B0656
      59237-53-5

    References

    • WO2005/21544 A2, ; Page/Page column 29 ; WO 2005/021544 A2
  • Route3
    • In-stock
      6-Chloro-5-nitro-3-pyridinecarboxylic acid|CS-W008886
      7477-10-3
    • null|null
      18107-18-1
    • ~%
    • In-stock
      6-Chloro-5-nitronicotinic acid methyl ester|CS-B0656
      59237-53-5

    References

    • WO2010/51245 A1, ; Page/Page column 34 ; WO 2010/051245 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   82.33
  • LogP   1.4298
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   2

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