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CS-W001157 4
Total: USD 88.00

6-Chloro-7-azaindole

  • CAS No. 55052-27-2

  • Cat. No. CS-B0094
  • Purity≥95%
  • MDL No.MFCD06659666

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

6-Chloro-7-azaindole|CS-B0094

Structure of 55052-27-2

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General Information

  • CAS No. 55052-27-2
  • Cat. No. CS-B0094
  • Purity ≥95%
  • MDL No. MFCD06659666
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅ClN₂
  • Molecular Weight 152.58
  • Synonym(s) 6-Chloro-1H-pyrrolo[2,3-B]pyridine
  • SMILES ClC1=NC2=C(C=C1)C=CN2

Description

6-Chloro-7-azaindole is a bench-stable heterocycle featuring a chlorine substituent at the 6-position and a nitrogen atom at the 7-position of the indole core. This electron-deficient scaffold integrates readily into synthetic sequences, serving as a key building block for pharmaceutical intermediates and functional materials.

Application

6-Chloro-7-azaindole serves as a versatile building block in medicinal chemistry, enabling the construction of heterocyclic scaffolds via palladium-catalyzed cross-coupling reactions. Its electron-deficient pyridine-like core enhances reactivity in C–H functionalization and Suzuki-Miyaura coupling, while the chloro substituent provides a reliable handle for further derivatization. The compound exhibits good bench stability and facilitates purification by standard chromatographic methods.

Synthesis

  • Route1
    • ethyl 6-chloro-1H-pyrrolo[2,3-b]pyridine-1-carboxylate|CS-0004735
      849068-50-4
    • ~98%
    • In-stock
      6-Chloro-7-azaindole|CS-B0094
      55052-27-2

    References

    • VERTEX PHARMACEUTICALS INCORPORATED Patent: WO2005/28475 A2, 2005 ; Location in patent: Page/Page column 175 ; WO 2005/028475 A2
  • Route2
    • Methyl 6-chloro-1H-pyrrolo[2,3-b]pyridine-1-carboxylate|CS-0946396
      143468-07-9
    • ~97%
    • In-stock
      6-Chloro-7-azaindole|CS-B0094
      55052-27-2

    References

    • Minakata; Komatsu; Ohshiro Synthesis, 1992 , # 7 p. 661 - 663
  • Route3
    • (6-Chloro-1H-pyrrolo[2,3-b]pyridin-1-yl)(phenyl)methanone|CS-0463719
      143468-11-5
    • ~99%
    • In-stock
      6-Chloro-7-azaindole|CS-B0094
      55052-27-2

    References

    • Minakata; Komatsu; Ohshiro Synthesis, 1992 , # 7 p. 661 - 663

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-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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