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6-Bromo-1H-indazole-5-carboxylic acid methyl ester

  • CAS No. 1396762-16-5

  • Cat. No. CS-0099168
  • Purity≥96%
  • MDL No.MFCD22570305

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

6-Bromo-1H-indazole-5-carboxylic acid methyl ester|CS-0099168

Structure of 1396762-16-5

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General Information

  • CAS No. 1396762-16-5
  • Cat. No. CS-0099168
  • Purity ≥96%
  • MDL No. MFCD22570305
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇BrN₂O₂
  • Molecular Weight 255.07
  • Synonym(s) Methyl 6-bromo-1H-indazole-5-carboxylate
  • SMILES O=C(OC)C1=CC2=C(C=C1Br)NN=C2

Description

6-Bromo-1H-indazole-5-carboxylic acid methyl ester features a brominated indazole core with a carboxylate ester at the 5-position, enabling direct incorporation into Suzuki-Miyaura coupling workflows. The electron-deficient aryl bromide facilitates efficient cross-coupling, while the methyl ester offers stability and compatibility under standard bench conditions. This scaffold serves as a key intermediate for bioactive molecule synthesis.

Application

6-Bromo-1H-indazole-5-carboxylic acid methyl ester serves as a versatile building block for the synthesis of indazole-based pharmaceuticals and agrochemicals. The bromo group enables palladium-catalyzed cross-coupling reactions, while the methyl ester facilitates further functionalization via hydrolysis or nucleophilic substitution. Its bench-stable nature and compatibility with diverse reaction conditions make it well-suited for iterative synthetic workflows in medicinal chemistry and process development.

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   54.98
  • LogP   2.112
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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