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CS-W001157 4
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Methyl 1H-indazole-3-carboxylate

  • CAS No. 43120-28-1

  • Cat. No. CS-W020527
  • Purity≥98%
  • MDL No.MFCD01138133

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

Methyl 1H-indazole-3-carboxylate|CS-W020527

Structure of 43120-28-1

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General Information

  • CAS No. 43120-28-1
  • Cat. No. CS-W020527
  • Purity ≥98%
  • MDL No. MFCD01138133
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈N₂O₂
  • Molecular Weight 176.17
  • Synonym(s) 1H-indazole-3-carboxylic acid, methyl ester
  • SMILES O=C(C1=NNC2=C1C=CC=C2)OC

Description

Methyl 1H-indazole-3-carboxylate is a bench-stable heterocyclic ester featuring a fused indazole core with a strategically positioned ester group. This compound serves as a key intermediate in the synthesis of bioactive molecules, particularly those targeting kinase pathways. The electron-deficient indazole ring facilitates transition metal-catalyzed coupling reactions, while the methyl ester enables selective derivatization under mild conditions.

Application

Methyl 1H-indazole-3-carboxylate serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the indazole core for the synthesis of bioactive heterocycles. Its methyl ester group facilitates selective transformations, including hydrolysis, reduction, and coupling reactions, while the indazole scaffold offers excellent stability and compatibility with diverse reaction conditions. This compound functions as a key intermediate in constructing kinase inhibitors and other pharmaceutical scaffolds.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      Indazole-3-carboxylic acid|CS-W002518
      4498-67-3
    • ~98%
    • In-stock
      Methyl 1H-indazole-3-carboxylate|CS-W020527
      43120-28-1

    References

    • Tetrahedron Letters, , vol. 48, # 14 p. 2457 - 2460
  • Route2

    References

    • US2006/47126 A1, ; Page/Page column 25 ;
  • Route3
    • null|null
      67-56-1
    • null|null
      201230-82-2
    • In-stock
      3-Iodo-1H-indazole|CS-W003212
      66607-27-0
    • ~89%
    • In-stock
      Methyl 1H-indazole-3-carboxylate|CS-W020527
      43120-28-1

    References

    • Synthesis, , # 19 art. no. T48411SS, p. 3089 - 3098

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

Quality Control

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Computational Chemistry Data

  • TPSA   54.98
  • LogP   1.3495
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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