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CS-W001157 4
Total: USD 88.00

Methyl 5-methoxy-6-nitropicolinate

  • CAS No. 390816-44-1

  • Cat. No. CS-0042151
  • Molecule weight212.16
  • Purity≥98%
  • MDL No.MFCD19440507

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

Methyl 5-methoxy-6-nitropicolinate|CS-0042151

Structure of 390816-44-1

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General Information

  • CAS No. 390816-44-1
  • Cat. No. CS-0042151
  • Purity ≥98%
  • MDL No. MFCD19440507
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈N₂O₅
  • Molecular Weight 212.16
  • Synonym(s) 2-Pyridinecarboxylic acid, 5-methoxy-6-nitro-, methyl ester
  • SMILES O=C(OC)C1=NC([N+]([O-])=O)=C(OC)C=C1

Description

Methyl 5-methoxy-6-nitropicolinate features a nitro-substituted pyridine core with a methoxy group at C5 and a methyl ester at C6, enabling direct incorporation into synthetic sequences. This bench-stable reagent delivers high regioselectivity in nucleophilic substitution reactions, particularly useful for constructing heterocyclic scaffolds under mild conditions.

Application

Methyl 5-methoxy-6-nitropicolinate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyridine derivatives via standard reduction and functionalization protocols. The nitro group facilitates selective transformations, while the methoxy and ester functionalities offer orthogonal reactivity for downstream modifications. This compound exhibits good bench stability and is readily purified by standard chromatographic methods, making it well-suited for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

  • Route1
    • In-stock
      5-Methoxy-6-nitropicolinic acid|CS-0102125
      324028-85-5
    • null|null
      74-88-4
    • ~%
    • In-stock
      Methyl 5-methoxy-6-nitropicolinate|CS-0042151
      390816-44-1

    References

    • WO2008/125111 A1, ; Page/Page column 23-24 ;
  • Route2
    • null|null
      186581-53-3
    • 3-Methoxy-6-methyl-2-nitropyridine|CS-0450038
      24015-98-3
    • ~%
    • In-stock
      Methyl 5-methoxy-6-nitropicolinate|CS-0042151
      390816-44-1

    References

    • US2002/65418 A1, ;
  • Route3
    • null|null
      186581-53-3
    • In-stock
      5-Methoxy-6-nitropicolinic acid|CS-0102125
      324028-85-5
    • ~%
    • In-stock
      Methyl 5-methoxy-6-nitropicolinate|CS-0042151
      390816-44-1

    References

    • US2003/236251 A1, ; Page 23 ;

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   91.56
  • LogP   0.785
  • H_Acceptors   6
  • H_Donors   0
  • Rotatable_Bonds   3

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