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CS-W001157 4
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5-Bromo-3-methyl-1H-pyrrolo[2,3-b]pyridine

  • CAS No. 1111637-94-5

  • Cat. No. CS-0004490
  • Purity≥96%
  • MDL No.MFCD15529125

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

5-Bromo-3-methyl-1H-pyrrolo[2,3-b]pyridine|CS-0004490

Structure of 1111637-94-5

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General Information

  • CAS No. 1111637-94-5
  • Cat. No. CS-0004490
  • Purity ≥96%
  • MDL No. MFCD15529125
  • 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-3-methyl-pyrrolo[2,3-b]pyridine
  • SMILES BrC1=CN=C2NC=C(C)C2=C1

Description

5-Bromo-3-methyl-1H-pyrrolo[2,3-b]pyridine features a fused heterocyclic core with bromine and methyl substituents enabling direct functionalization in cross-coupling reactions. This bench-stable scaffold integrates readily into bioactive molecule design, offering enhanced electronic tuning and metabolic stability in medicinal chemistry applications.

Application

5-Bromo-3-methyl-1H-pyrrolo[2,3-b]pyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromine electrophilicity and compatible methyl substituent. The fused heterocyclic core offers enhanced stability and predictable reactivity, facilitating efficient synthesis of complex nitrogen-containing scaffolds. Its bench-stable nature and compatibility with standard reaction conditions make it ideal for modular derivatization in API development.

Synthesis

  • Route1
    • 1H-Pyrrolo[2,3-b]pyridine, 5-bromo-3-methyl-2-(trimethylsilyl)-|CS-0004491
      1111637-93-4
    • ~54%
    • In-stock
      5-Bromo-3-methyl-1H-pyrrolo[2,3-b]pyridine|CS-0004490
      1111637-94-5

    References

    • PFIZER INC. Patent: WO2009/16460 A2, 2009 ; Location in patent: Page/Page column 68 ; WO 2009/016460 A2

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

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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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