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

  • CAS No. 1014613-64-9

  • Cat. No. CS-W009218
  • Purity≥95%
  • MDL No.MFCD15529172

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

4-Bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine|CS-W009218

Structure of 1014613-64-9

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General Information

  • CAS No. 1014613-64-9
  • Cat. No. CS-W009218
  • Purity ≥95%
  • MDL No. MFCD15529172
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇BrN₂
  • Molecular Weight 211.06
  • Synonym(s) None
  • SMILES CC1=CC2=C(Br)C=CN=C2N1

Description

4-Bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine is a heterocyclic scaffold featuring a bromine at the 4-position and a methyl group at the 2-position, enabling direct functionalization in cross-coupling reactions. This electron-deficient pyrrolopyridine core supports efficient C–H activation and transition-metal-catalyzed transformations. The compound exhibits excellent stability under standard conditions, facilitating use in synthetic pathways for medicinal chemistry and materials science applications.

Application

4-Bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine serves as a versatile heterocyclic building block for constructing pharmaceutical scaffolds. Its bromo group enables palladium-catalyzed cross-coupling reactions, while the methyl substituent enhances metabolic stability and modulates electronic properties. The pyrrolo[2,3-b]pyridine core exhibits favorable bench stability and compatibility with diverse functional groups, facilitating efficient synthesis of complex targets in medicinal chemistry and materials science workflows.

Synthesis

  • Route1
    • In-stock
      4-Bromo-2-methyl-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine|CS-D0733
      1014613-05-8
    • ~99%
    • In-stock
      4-Bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine|CS-W009218
      1014613-64-9

    References

    • GLAXO GROUP LIMITED Patent: WO2009/112475 A1, 2009 ; Location in patent: Page/Page column 62 ; WO 2009/112475 A1
  • Route2
    • null|null
      1415928-58-3
    • ~%
    • In-stock
      4-Bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine|CS-W009218
      1014613-64-9

    References

    • WO2012/170752 A1, ; Page/Page column 42 ; WO 2012/170752 A1
  • Route3

    References

    • WO2012/170752 A1, ; WO 2012/170752 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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