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CS-W001157 4
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Methyl 6-chloro-2-methoxynicotinate

  • CAS No. 65515-32-4

  • Cat. No. CS-W006677
  • Purity≥97%
  • MDL No.MFCD15142741

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

Methyl 6-chloro-2-methoxynicotinate|CS-W006677

Structure of 65515-32-4

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General Information

  • CAS No. 65515-32-4
  • Cat. No. CS-W006677
  • Purity ≥97%
  • MDL No. MFCD15142741
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈ClNO₃
  • Molecular Weight 201.61
  • Synonym(s) Methyl 6-chloro-2-methoxypyridine-3-carboxylate
  • SMILES O=C(OC)C1=C(OC)N=C(Cl)C=C1

Description

Methyl 6-chloro-2-methoxynicotinate is a bench-stable, electron-deficient heterocyclic ester featuring a chlorinated pyridine core. This compound integrates readily into synthetic sequences requiring directed functionalization at the 3-position. The methoxycarbonyl group enables facile derivatization, while the para-chloro substituent serves as a handle for cross-coupling reactions.

Application

Methyl 6-chloro-2-methoxynicotinate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyridine scaffolds. The ortho-methoxy and meta-chloro substituents provide complementary reactivity for palladium-catalyzed cross-coupling and nucleophilic substitution reactions. Its bench-stable nature and straightforward purification facilitate integration into multi-step synthetic sequences for pharmaceutical and agrochemical research.

Synthesis

  • Route1
    • null|null
      124-41-4
    • In-stock
      Methyl 2,6-dichloronicotinate|CS-W005384
      65515-28-8
    • ~94%
    • In-stock
      Methyl 6-chloro-2-methoxynicotinate|CS-W006677
      65515-32-4

    References

    • Boos, Charles; Bowles, Daniel M.; Cai, Cuiman; Casimiro-Garcia, Agustin; Chen, Xiangyang; Hulford, Catherine A.; Jennings, Sandra M.; Jason Kiser; Piotrowski, David W.; Sammons, Matthew; Wade, Robert A. Tetrahedron Letters, 2011 , vol. 52, # 52 p. 7025 - 7029
  • Route2

    References

    • EP2085383 A1, ; Page/Page column 22 ; EP 2085383 A1
  • Route3

    References

    • US4089960 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

Quality Control

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Computational Chemistry Data

  • TPSA   48.42
  • LogP   1.5302
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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