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Methyl 3-iodo-1H-indazole-7-carboxylate

  • CAS No. 944899-05-2

  • Cat. No. CS-0049085
  • Molecule weight302.07
  • Purity≥98%
  • MDL No.None

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

Methyl 3-iodo-1H-indazole-7-carboxylate|CS-0049085

Structure of 944899-05-2

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General Information

  • CAS No. 944899-05-2
  • Cat. No. CS-0049085
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇IN₂O₂
  • Molecular Weight 302.07
  • Synonym(s) Methyl 3-iodoindazole-7-carboxylate
  • SMILES COC(=O)C1=CC=CC2=C1NN=C2I

Description

Methyl 3-iodo-1H-indazole-7-carboxylate features a sterically accessible iodine handle at the 3-position, enabling efficient late-stage diversification via cross-coupling. The indazole core provides robust stability and favorable electronic properties for synthetic applications in medicinal chemistry and materials science.

Application

Methyl 3-iodo-1H-indazole-7-carboxylate serves as a versatile building block for the synthesis of indazole-based scaffolds in medicinal chemistry. The iodine substituent enables palladium-catalyzed cross-coupling reactions, including Suzuki, Stille, and Sonogashira transformations, facilitating rapid diversification at the 3-position. The methyl ester group provides compatibility with standard reduction and functionalization protocols. This compound exhibits good bench stability and is readily purified by flash chromatography, making it well-suited for high-throughput synthetic applications.

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-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   54.98
  • LogP   1.9541
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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