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CS-W001157 4
Total: USD 88.00

4-Chloro-5-azaindole

  • CAS No. 60290-21-3

  • Cat. No. CS-W001126
  • Purity≥97%
  • MDL No.MFCD07781160

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

4-Chloro-5-azaindole|CS-W001126

Structure of 60290-21-3

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General Information

  • CAS No. 60290-21-3
  • Cat. No. CS-W001126
  • Purity ≥97%
  • MDL No. MFCD07781160
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅ClN₂
  • Molecular Weight None
  • Synonym(s) 4-chloro-1H-pyrrolo[3,2-c]pyridine
  • SMILES ClC1=NC=CC2=C1C=CN2

Description

4-Chloro-5-azaindole is a heterocyclic compound featuring a chlorine substituent at the 4-position and a nitrogen atom at the 5-position of the indole core. This electron-deficient scaffold serves as a key building block in medicinal chemistry, enabling efficient incorporation into bioactive molecules through cross-coupling and functionalization reactions under mild conditions.

Application

4-Chloro-5-azaindole serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to bioactive scaffolds through palladium-catalyzed cross-coupling reactions. Its electron-deficient pyridine-like core enhances regioselective functionalization, while the chloro substituent facilitates Suzuki, Stille, and Buchwald-Hartwig couplings. Bench-stable and readily purified, it functions as a key intermediate in the synthesis of kinase inhibitors and other pharmaceutical candidates.

Synthesis

  • Route1

    References

    • VERTEX PHARMACEUTICALS INCORPORATED Patent: WO2007/95223 A2, 2007 ; Location in patent: Page/Page column 41 ;
  • Route2

    References

    • Mahadevan,Indumathy; Rasmussen, Malcolm Journal of Heterocyclic Chemistry, 1992 , vol. 29, # 2 p. 359 - 367
  • Route3
    • 1-Benzyl-1H-pyrrolo[3,2-c]pyridin-4-ol|CS-0333406
      26956-47-8
    • ~%
    • In-stock
      4-Chloro-5-azaindole|CS-W001126
      60290-21-3

    References

    • Journal of Heterocyclic Chemistry, , vol. 29, # 2 p. 359 - 367

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H318
Precautionary Statements : P264-P270-P280-P405-P501

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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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