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CS-W001157 4
Total: USD 88.00

3-Bromo-1-methyl-1H-indazole

  • CAS No. 326474-67-3

  • Cat. No. CS-0053910
  • Purity≥96%
  • MDL No.MFCD12923368

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

3-Bromo-1-methyl-1H-indazole|CS-0053910

Structure of 326474-67-3

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General Information

  • CAS No. 326474-67-3
  • Cat. No. CS-0053910
  • Purity ≥96%
  • MDL No. MFCD12923368
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇BrN₂
  • Molecular Weight 211.06
  • Synonym(s) 3-bromo-1-methylindazole
  • SMILES CN1N=C(Br)C2=C1C=CC=C2

Description

3-Bromo-1-methyl-1H-indazole is a brominated indazole derivative featuring a methyl group at the nitrogen position and a bromine substituent at the C3 carbon. This configuration imparts enhanced stability and facilitates electrophilic functionalization in transition metal-catalyzed coupling reactions. The electron-deficient aromatic core enables efficient incorporation into bioactive scaffolds, particularly in kinase inhibitor development and medicinal chemistry campaigns requiring halogenated heterocycles.

Application

3-Bromo-1-methyl-1H-indazole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions for the construction of biaryl and heteroaryl scaffolds. The bromine atom facilitates efficient functionalization under standard Suzuki, Stille, or Negishi conditions, while the methylated indazole core provides enhanced metabolic stability and favorable pharmacophore geometry. Bench-stable and readily purified by column chromatography, it functions reliably in multi-step synthesis workflows.

Synthesis

  • Route1

    References

    • Journal fuer Praktische Chemie (Leipzig), , vol. <2> 108, p. 314
  • Route2
    • In-stock
      3-Bromo-1H-indazole|CS-W007434
      40598-94-5
    • null|null
      77-78-1
    • ~%
    • In-stock
      3-Bromo-1-methyl-1H-indazole|CS-0053910
      326474-67-3

    References

    • Journal fuer Praktische Chemie (Leipzig), , vol. <2> 108, p. 314
  • Route3
    • In-stock
      3-Bromo-1H-indazole|CS-W007434
      40598-94-5
    • null|null
      77-78-1
    • ~%
    • 3-Bromo-2-methyl-2H-indazole|CS-0051481
      457891-25-7
    • In-stock
      3-Bromo-1-methyl-1H-indazole|CS-0053910
      326474-67-3

    References

    • Journal fuer Praktische Chemie (Leipzig), , vol. <2> 108, p. 314

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   17.82
  • LogP   2.3358
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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