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CS-W001157 4
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2-Chloro-6-methoxynicotinic acid

  • CAS No. 503000-87-1

  • Cat. No. CS-0108677
  • Purity≥98%
  • MDL No.MFCD08236845

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

2-Chloro-6-methoxynicotinic acid|CS-0108677

Structure of 503000-87-1

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General Information

  • CAS No. 503000-87-1
  • Cat. No. CS-0108677
  • Purity ≥98%
  • MDL No. MFCD08236845
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆ClNO₃
  • Molecular Weight 187.58
  • Synonym(s) 2-Chloro-6-methoxypyridine-3-carboxylic acid, 3-Carboxy-2-chloro-6-methoxypyridine
  • SMILES O=C(C1=CC=C(OC)N=C1Cl)O

Description

2-Chloro-6-methoxynicotinic acid features a chlorine substituent at the 2-position and a methoxy group at the 6-position on a nicotinic acid scaffold, delivering enhanced electron-withdrawing character and improved solubility in organic solvents. This combination enables efficient incorporation into pharmaceutical intermediates and bioactive heterocycles under standard coupling conditions.

Application

2-Chloro-6-methoxynicotinic acid serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted nicotinamide and quinoline scaffolds. Its ortho-chloro and meta-methoxy substituents provide orthogonal reactivity for palladium-catalyzed cross-coupling and selective functionalization. The compound exhibits excellent bench stability, facilitates straightforward purification, and functions reliably in standard synthetic workflows for API intermediate development.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      2,6-Dichloronicotinic acid|CS-W002323
      38496-18-3
    • ~82%
    • In-stock
      2-Chloro-6-methoxynicotinic acid|CS-0108677
      503000-87-1

    References

    • ARDEA BIOSCIENCES INC. Patent: WO2009/89263 A2, 2009 ; Location in patent: Page/Page column 70 ;
  • Route2

    References

    • PTC THERAPEUTICS, INC.; F. HOFFMANN-LA ROCHE AG; LEE, Chang-Sun; CHOI, Soongyu; KARP, Gary Mitchell; KOYAMA, Hiroo; RATNI, Hasane Patent: WO2013/130689 A1, 2013 ; Location in patent: Paragraph 00931; 00932 ;
  • Route3
    • 2,6-Dichloro-3-(trichloromethyl)pyridine|CS-0269398
      55366-30-8
    • ~%
    • In-stock
      2-Chloro-6-methoxynicotinic acid|CS-0108677
      503000-87-1

    References

    • Dainter, Ronald S.; Suschitzky, Hans; Wakefield, Basil J. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1988 , p. 227 - 234

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   59.42
  • LogP   1.4418
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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