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CS-W001157 4
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Ethyl 1H-pyrrolo[3,2-b]pyridine-2-carboxylate

  • CAS No. 17288-32-3

  • Cat. No. CS-W006111
  • Purity≥97%
  • MDL No.MFCD11053752

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

Ethyl 1H-pyrrolo[3,2-b]pyridine-2-carboxylate|CS-W006111

Structure of 17288-32-3

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General Information

  • CAS No. 17288-32-3
  • Cat. No. CS-W006111
  • Purity ≥97%
  • MDL No. MFCD11053752
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀N₂O₂
  • Molecular Weight 190.20
  • Synonym(s) Ethyl 4-azaindole-2-carboxylate
  • SMILES O=C(C1=CC2=NC=CC=C2N1)OCC

Description

Ethyl 1H-pyrrolo[3,2-b]pyridine-2-carboxylate features a fused heterocyclic core with a strategically positioned ester group, enabling direct incorporation into synthetic sequences. This bench-stable scaffold delivers high reactivity in transition-metal-catalyzed couplings and serves as a key intermediate for bioactive alkaloid synthesis.

Application

Ethyl 1H-pyrrolo[3,2-b]pyridine-2-carboxylate serves as a versatile heterocyclic building block for the synthesis of biologically relevant scaffolds. Its pyrrolopyridine core enables efficient functionalization at multiple sites, while the ester group facilitates sequential transformations such as reduction, hydrolysis, or coupling reactions. The compound exhibits good bench stability and is compatible with standard synthetic protocols, making it well-suited for medicinal chemistry campaigns and process development.

Synthesis

  • Route1
    • null|null
      23596-34-1
    • ~90%
    • In-stock
      Ethyl 1H-pyrrolo[3,2-b]pyridine-2-carboxylate|CS-W006111
      17288-32-3

    References

    • Huang, Bao-Guo; Kubiak, Gregory; Shay, John J.; Pemberton, Clive; Peers, James; Hanna, Reda G.; Powers, Matthew R.; Gamboa, Juan A.; Gelormini, Ann M.; Yarabe, Hyacinthe; Rudisill, Duane E. Organic Process Research and Development, 2011 , vol. 15, # 5 p. 1040 - 1045
  • Route2
    • null|null
      17288-30-1
    • ~%
    • In-stock
      Ethyl 1H-pyrrolo[3,2-b]pyridine-2-carboxylate|CS-W006111
      17288-32-3

    References

    • WO2004/104001 A2, ; Page 42 ; WO 2004/104001 A2
  • Route3
    • null|null
      677302-64-6
    • ~86%
    • In-stock
      Ethyl 1H-pyrrolo[3,2-b]pyridine-2-carboxylate|CS-W006111
      17288-32-3

    References

    • CELLTECH R and D LIMITED Patent: WO2004/31188 A1, 2004 ; Location in patent: Page 43 ; WO 2004/031188 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   54.98
  • LogP   1.7396
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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