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5-Bromo-7-methoxy-1H-indazole

  • CAS No. 1374652-62-6

  • Cat. No. CS-0054467
  • Purity≥95%
  • MDL No.MFCD11878570

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

5-Bromo-7-methoxy-1H-indazole|CS-0054467

Structure of 1374652-62-6

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General Information

  • CAS No. 1374652-62-6
  • Cat. No. CS-0054467
  • Purity ≥95%
  • MDL No. MFCD11878570
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇BrN₂O
  • Molecular Weight 227.06
  • Synonym(s) 5-Bromo-7-methoxyindazole
  • SMILES COC1=CC(Br)=CC2=C1NN=C2

Description

5-Bromo-7-methoxy-1H-indazole is a heterocyclic building block featuring a bromine atom at the 5-position and a methoxy group at the 7-position, enabling selective functionalization in cross-coupling reactions. The electron-rich indazole core enhances reactivity in palladium-catalyzed transformations, while the methoxy substituent improves solubility and stability under standard conditions.

Application

5-Bromo-7-methoxy-1H-indazole serves as a versatile heterocyclic building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined electrophilic bromide site. The 7-methoxy group enhances solubility and modulates electronic properties, while the indazole core provides structural rigidity and hydrogen-bonding capacity. This compound exhibits excellent bench stability, facilitates straightforward purification, and functions effectively in standard coupling protocols for constructing complex API scaffolds.

Safety Information

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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-P280-P302+P352

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Computational Chemistry Data

  • TPSA   37.91
  • LogP   2.334
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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