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Methyl 3-iodo-1H-indazole-5-carboxylate

  • CAS No. 885271-25-0

  • Cat. No. CS-0041089
  • Purity≥98%
  • MDL No.MFCD06739144
  • HazMat Fee +

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    Each bottle is packed as an Excepted Quantity, with a maximum of 1g for items in class 6.1 packing group I or II, and up to 25g for all other hazardous materials.

    If shipping is charged to your FedEx account, the HazMat fee will be billed directly by the courier. Otherwise, the fee will be included on your invoice. To help you avoid the HazMat fee, we can package a 5g order of a class 6.1 packing group I or II material as five separate 1g units, and a 100g order of any other dangerous good as four 25g units. This packaging adjustment will be made unless you instruct otherwise on your purchase order. Below, you will find the fee schedule from FedEx for handling hazardous materials.

    Type
    HazMat Fee
    Excepted Quantity $0.00
    FedEx Limited Quantities Ground $0.00
    Hazmat Ground shipping $50.00+
    Inaccessible (Haz class 6.1 or 9), Domestic $68.00+
    Accessible (Haz class 3, 4, 5 or 8), Domestic $158.00+
    Inaccessible (Haz class 6.1 or 9), International $108.00+
    Accessible (Haz class 3, 4, 5 or 8), International $238.00+

    An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

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

Methyl 3-iodo-1H-indazole-5-carboxylate|CS-0041089

Structure of 885271-25-0

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Description

Methyl 3-iodo-1H-indazole-5-carboxylate is a bench-stable, moisture-tolerant building block featuring a strategically positioned iodine atom at the 3-position and a carboxylate ester at the 5-position. This combination enables efficient late-stage diversification via cross-coupling reactions, particularly in palladium-catalyzed transformations. The electron-deficient indazole core enhances reactivity in Suzuki-Miyaura and Negishi protocols, while the methyl ester group provides synthetic handle flexibility for downstream derivatization.

Application

Methyl 3-iodo-1H-indazole-5-carboxylate serves as a versatile building block for transition-metal-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. The iodide functionality exhibits high reactivity in palladium-catalyzed coupling processes, while the methyl ester group provides compatibility with standard functional group manipulations. Its bench-stable nature and orthogonal reactivity profile facilitate integration into multi-step synthetic sequences for medicinal chemistry and materials science applications.

General Information

  • CAS No. 885271-25-0
  • Cat. No. CS-0041089
  • Purity ≥98%
  • MDL No. MFCD06739144
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇IN₂O₂
  • Molecular Weight 302.07
  • Synonym(s) 3-IODO-1H-INDAZOLE-5-CARBOXYLIC ACID METHYL ESTER
  • SMILES O=C(C1=CC2=C(NN=C2I)C=C1)OC

Computational Chemistry Data

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

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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