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CS-W001157 4
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1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid

  • CAS No. 136818-50-3

  • Cat. No. CS-D0705
  • Purity≥98%
  • MDL No.MFCD06659752

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

1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid|CS-D0705

Structure of 136818-50-3

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General Information

  • CAS No. 136818-50-3
  • Cat. No. CS-D0705
  • Purity ≥98%
  • MDL No. MFCD06659752
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆N₂O₂
  • Molecular Weight 162.15
  • Synonym(s) 1H-Pyrrolo[2,3-b]pyridine-2-carboxylicacid(9CI)
  • SMILES O=C(O)C1=CC2=CC=CN=C2N1

Description

1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid features a fused heterocyclic core with a carboxylic acid handle at the 2-position, enabling direct conjugation or derivatization. The electron-deficient pyridine ring enhances reactivity in coupling reactions, while the scaffold's planar structure supports π-stacking interactions in molecular recognition processes. This compound serves as a key building block for bioactive molecule synthesis.

Application

1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid serves as a versatile heterocyclic building block in medicinal chemistry, enabling the synthesis of bioactive scaffolds through standard amide coupling and decarboxylation protocols. Its carboxylic acid functionality offers direct handle for derivatization, while the fused pyrrolopyridine core provides structural rigidity and favorable pharmacophoric properties. The compound exhibits good bench stability and is compatible with common purification methods, facilitating integration into multi-step synthetic sequences.

Synthesis

  • Route1

    References

    • WO2010/5528 A2, ; Page/Page column 86 ;
  • Route2
    • In-stock
      7-Azaindole|CS-B0516
      271-63-6
    • null|null
      124-38-9
    • ~%
    • In-stock
      1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid|CS-D0705
      136818-50-3

    References

    • WO2003/87098 A1, ; Page/Page column 40 ;
  • Route3
    • 1-(Benzenesulfonyl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid|CS-0005164
      189089-90-5
    • ~93%
    • In-stock
      1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid|CS-D0705
      136818-50-3

    References

    • Chaulet, Charlotte; Croix, Cecile; Basset, Joan; Pujol, Maria-Dolores; Viaud-Massuard, Marie-Claude Synlett, 2010 , # 10 p. 1481 - 1484

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   65.98
  • LogP   1.2611
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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