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CS-W001157 4
Total: USD 88.00

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

  • CAS No. 7746-27-2

  • Cat. No. CS-D0196
  • Purity≥98%
  • MDL No.MFCD08272244

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

6-Bromo-3-methyl-1H-indazole|CS-D0196

Structure of 7746-27-2

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General Information

  • CAS No. 7746-27-2
  • Cat. No. CS-D0196
  • Purity ≥98%
  • MDL No. MFCD08272244
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇BrN₂
  • Molecular Weight 211.06
  • Synonym(s) 6-BROMO-3-METHYL INDAZOLE
  • SMILES CC1=NNC2=CC(Br)=CC=C12

Description

6-Bromo-3-methyl-1H-indazole is a brominated heterocyclic scaffold featuring a methyl group at the 3-position and a bromine substituent at the 6-position. This electron-deficient indazole core enables direct functionalization in cross-coupling reactions and serves as a key building block for bioactive molecules in medicinal chemistry and agrochemical research.

Application

6-Bromo-3-methyl-1H-indazole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo functionality and electron-rich indazole core. The methyl group at C3 provides regiochemical control, while the heterocyclic scaffold offers favorable metabolic stability and hydrogen-bonding capacity. Its bench-stable crystalline form facilitates handling and purification, making it ideal for constructing complex nitrogen-containing scaffolds in API development.

Synthesis

  • Route1

    References

    • Rhizen Pharmaceuticals SA; Incozen Therapeutics Pvt. Ltd. Patent: US2011/118257 A1, 2011 ; Location in patent: Page/Page column 98 ;
  • Route2
    • null|null
      947685-09-8
    • ~88%
    • In-stock
      6-Bromo-3-methyl-1H-indazole|CS-D0196
      7746-27-2

    References

    • EXELIXIS, INC.; ANAND, Neel, Kumar; BROWN, S., David; TESFAI, Zerom; ZAHARIA, Cristiana, A. Patent: WO2012/37132 A1, 2012 ; Location in patent: Page/Page column 71; 72 ; WO 2012/037132 A1
  • Route3

    References

    • US2011/118257 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

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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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