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Ethyl 5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylate

  • CAS No. 800401-67-6

  • Cat. No. CS-D0200
  • Purity≥96%
  • MDL No.MFCD09878687

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

Ethyl 5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylate|CS-D0200

Structure of 800401-67-6

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General Information

  • CAS No. 800401-67-6
  • Cat. No. CS-D0200
  • Purity ≥96%
  • MDL No. MFCD09878687
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉ClN₂O₂
  • Molecular Weight 224.64
  • Synonym(s) ethyl 5-chloro-1H-pyrrolo[2
  • SMILES O=C(C(N1)=CC2=C1C=NC(Cl)=C2)OCC

Description

Ethyl 5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylate is a bench-stable heterocyclic ester featuring a chlorinated pyrrolopyridine core. This electron-deficient scaffold integrates readily into medicinal chemistry campaigns, serving as a key intermediate for constructing bioactive molecules through palladium-catalyzed cross-coupling and nucleophilic substitution reactions.

Application

Ethyl 5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylate serves as a versatile heterocyclic building block for medicinal chemistry and synthetic methodology development. The chloro group at the 5-position enables palladium-catalyzed cross-coupling reactions, while the ester functionality supports derivatization via hydrolysis or reduction. Its stability under standard reaction conditions and compatibility with diverse functional groups make it well-suited for constructing complex pyrrolopyridine scaffolds in drug discovery campaigns.

Synthesis

  • Route1

    References

    • JANSSEN RandD IRELAND; COOYMANS, Ludwig Paul; DEMIN, Samuel Dominique; HU, Lili; JONCKERS, Tim Hugo Maria; RABOISSON, Pierre Jean-Marie Bernard; TAHRI, Abdellah; VENDEVILLE, Sandrine Marie Helene Patent: WO2012/80450 A1, 2012 ; Location in patent: Page/Page column 24 ;
  • Route2
    • null|null
      867036-37-1
    • ~19%
    • In-stock
      Ethyl 5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylate|CS-D0200
      800401-67-6

    References

    • TAKEDA PHARMACEUTICAL COMPANY LIMITED Patent: WO2005/97129 A2, 2005 ; Location in patent: Page/Page column 177 ; WO 2005/097129 A2
  • Route3

    References

    • WO2005/97129 A2, ; WO 2005/097129 A2

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

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Computational Chemistry Data

  • TPSA   54.98
  • LogP   2.393
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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