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CS-W001157 4
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Methyl 5-chloropyridine-2-carboxylate

  • CAS No. 132308-19-1

  • Cat. No. CS-W018846
  • Purity≥97%
  • MDL No.MFCD09702466

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

Methyl 5-chloropyridine-2-carboxylate|CS-W018846

Structure of 132308-19-1

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General Information

  • CAS No. 132308-19-1
  • Cat. No. CS-W018846
  • Purity ≥97%
  • MDL No. MFCD09702466
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆ClNO₂
  • Molecular Weight 171.58
  • Synonym(s) 5-Chloropyridine-2-carboxylicacidmethylester
  • SMILES O=C(C1=NC=C(Cl)C=C1)OC

Description

Methyl 5-chloropyridine-2-carboxylate features a chlorinated pyridine core with a strategically positioned ester group, enabling direct incorporation into heterocyclic synthesis. The electron-deficient ring facilitates nucleophilic substitution, while the methyl ester serves as a handle for subsequent derivatization under standard conditions. This compound exhibits excellent stability and solubility in common organic solvents, simplifying handling in multistep transformations.

Application

Methyl 5-chloropyridine-2-carboxylate serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling efficient construction of pyridine-based scaffolds. The chloro group at the 5-position provides a site for palladium-catalyzed cross-coupling reactions, while the ester functionality supports selective reduction or hydrolysis. Its bench-stable nature and compatibility with diverse reaction conditions facilitate straightforward incorporation into complex molecular architectures.

Synthesis

  • Route1
    • In-stock
      2-Bromo-5-chloropyridine|CS-W002545
      40473-01-6
    • null|null
      67-56-1
    • null|null
      201230-82-2
    • ~91%
    • In-stock
      Methyl 5-chloropyridine-2-carboxylate|CS-W018846
      132308-19-1

    References

    • GLAXOSMITHKLINE LLC; CHRISTENSEN, Siegfried, Benjamin, IV; QIN, Donghui; CHEN, Shenglin; HUANG, Xing; LI, Di; LI, Fei; LI, Lei; LIN, Xiaojuan; LU, Shi; LU, Zhen; LV, Maoyun; WANG, Chuanning; WU, Chengde; XIAO, Mei; YU, Haiyu; ZHANG, Weina; ZHANG, Zhiliu Patent: WO2010/141539 A1, 2010 ; Location in patent: Page/Page column 18 ;
  • Route2
    • null|null
      67-56-1
    • null|null
      128073-03-0
    • ~%
    • In-stock
      Methyl 5-chloropyridine-2-carboxylate|CS-W018846
      132308-19-1

    References

    • Journal fuer Praktische Chemie (Leipzig), , vol. <2> 133, p. 36,49
  • Route3

    References

    • US2007/4772 A1, ; Page/Page column 83 ;

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   39.19
  • LogP   1.5216
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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