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CS-W001157 4
Total: USD 88.00

5-Chloro-1H-pyrrolo[2,3-c]pyridine

  • CAS No. 131084-55-4

  • Cat. No. CS-W003685
  • Purity≥95%
  • MDL No.MFCD09907859

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

5-Chloro-1H-pyrrolo[2,3-c]pyridine|CS-W003685

Structure of 131084-55-4

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General Information

  • CAS No. 131084-55-4
  • Cat. No. CS-W003685
  • Purity ≥95%
  • MDL No. MFCD09907859
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅ClN₂
  • Molecular Weight 152.58
  • Synonym(s) 5-Chloro-6-azaindole
  • SMILES ClC1=CC2=C(NC=C2)C=N1

Description

5-Chloro-1H-pyrrolo[2,3-c]pyridine features a fused heterocyclic core with a chlorine substituent at the 5-position, conferring enhanced electron-deficiency and reactivity. This scaffold integrates readily into pharmaceutical intermediates, enabling efficient access to bioactive compounds through cross-coupling and nucleophilic substitution reactions under standard conditions.

Application

5-Chloro-1H-pyrrolo[2,3-c]pyridine serves as a versatile heterocyclic building block for medicinal chemistry and catalytic synthesis. Its chlorine substituent enables palladium-catalyzed cross-coupling reactions, facilitating the construction of biaryl and alkylated derivatives. The fused tricyclic scaffold exhibits excellent bench stability and functional group tolerance, making it well-suited for modular library synthesis and API intermediate development.

Synthesis

  • Route1

    References

    • WO2013/181075 A1, ; Page/Page column 14; 15 ;
  • Route2
    • 2-(2-Chloro-5-nitropyridin-4-yl)-N,N-dimethylethen-1-amine|CS-0463636
      142078-36-2
    • ~%
    • In-stock
      5-Chloro-1H-pyrrolo[2,3-c]pyridine|CS-W003685
      131084-55-4

    References

    • WO2010/42337 A1, ; Page/Page column 42; 43 ; WO 2010/042337 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   28.68
  • LogP   2.2163
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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