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Methyl 6-chloro-5-nitropicolinate

  • CAS No. 1803583-09-6

  • Cat. No. CS-0127772
  • Purity≥95%
  • MDL No.MFCD28139347

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

Methyl 6-chloro-5-nitropicolinate|CS-0127772

Structure of 1803583-09-6

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General Information

  • CAS No. 1803583-09-6
  • Cat. No. CS-0127772
  • Purity ≥95%
  • MDL No. MFCD28139347
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅ClN₂O₄
  • Molecular Weight 216.58
  • Synonym(s) methyl 6-chloro-5-nitropyridine-2-carboxylate
  • SMILES O=C(OC)C1=NC(Cl)=C([N+]([O-])=O)C=C1

Description

Methyl 6-chloro-5-nitropicolinate is a bench-stable, electron-deficient heterocyclic ester featuring a chlorinated pyridine core. This compound integrates readily into cross-coupling and nucleophilic substitution workflows, offering high reactivity at the C6 position. The para-nitro group enhances electrophilicity, while the methyl ester enables straightforward derivatization.

Application

Methyl 6-chloro-5-nitropicolinate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyridine scaffolds. Its ortho-activated chloro and nitro groups facilitate sequential functionalization via nucleophilic substitution and reduction protocols. The ester moiety supports further derivatization, while the compound exhibits good bench stability and ease of purification—ideal for medicinal chemistry campaigns and process-scale applications.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-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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