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5-Bromo-6-methyl-1H-pyrrolo[2,3-b]pyridine

  • CAS No. 958358-00-4

  • Cat. No. CS-W019856
  • Purity≥95%
  • MDL No.MFCD09880078

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

5-Bromo-6-methyl-1H-pyrrolo[2,3-b]pyridine|CS-W019856

Structure of 958358-00-4

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General Information

  • CAS No. 958358-00-4
  • Cat. No. CS-W019856
  • Purity ≥95%
  • MDL No. MFCD09880078
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇BrN₂
  • Molecular Weight 211.06
  • Synonym(s) 5-Bromo-6-methyl-7-azaindole
  • SMILES BrC1=C(C)N=C(NC=C2)C2=C1

Description

5-Bromo-6-methyl-1H-pyrrolo[2,3-b]pyridine features a fused heterocyclic core with bromine and methyl substituents at strategic positions, enabling direct functionalization in cross-coupling reactions. This electron-deficient scaffold integrates readily into pharmaceutical intermediates and advanced materials, offering enhanced reactivity and stability under standard conditions.

Application

5-Bromo-6-methyl-1H-pyrrolo[2,3-b]pyridine serves as a versatile heterocyclic building block for medicinal chemistry and catalytic cross-coupling applications. The bromo group enables reliable Suzuki, Stille, and Negishi couplings, while the methyl substituent enhances solubility and modulates electronic properties. Bench-stable and readily purified by flash chromatography, it functions effectively in the synthesis of biologically active scaffolds and functionalized polycycles.

Synthesis

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      958357-95-4
    • ~%
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      5-Bromo-6-methyl-1H-pyrrolo[2,3-b]pyridine|CS-W019856
      958358-00-4

    References

    • WO2007/135398 A1, ; Page/Page column 89 ; WO 2007/135398 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   2.63382
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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