Tert-butyl 5-iodo-1H-indazole-1-carboxylate

Name: Tert-butyl 5-iodo-1H-indazole-1-carboxylate
Brand: ChemScene
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CAS No. 1001907-23-8
Cat. No. CS-0439563
Purity≥97%
MDL No.MFCD12408346

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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+
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Tert-butyl 5-iodo-1H-indazole-1-carboxylate|CS-0439563

Structure of 1001907-23-8

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General Information

CAS No. 1001907-23-8
Cat. No. CS-0439563
Purity ≥97%
MDL No. MFCD12408346
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₃IN₂O₂
Molecular Weight 344.15
Synonym(s) 1H-Indazole-1-carboxylic acid, 5-iodo-, 1,1-diMethylethyl ester
SMILES CC(C)(C)OC(=O)N1C2=CC=C(C=C2C=N1)I

Description

Tert-butyl 5-iodo-1H-indazole-1-carboxylate features a bench-stable indazole core functionalized with a reactive iodide at the 5-position, enabling efficient cross-coupling transformations. The tert-butyl ester group provides solubility and stability under standard conditions, simplifying purification and handling in synthetic workflows. This compound serves as a key intermediate for constructing complex heterocyclic architectures in medicinal chemistry and materials science applications.

Application

Tert-butyl 5-iodo-1H-indazole-1-carboxylate serves as a versatile building block for the synthesis of indazole-based scaffolds in medicinal chemistry. The iodine substituent enables reliable cross-coupling reactions, including Suzuki-Miyaura and Stille couplings, while the tert-butyl ester offers stability and convenient deprotection under mild acidic conditions. This compound exhibits excellent bench stability and functional group tolerance, facilitating efficient access to complex heterocyclic architectures in drug discovery campaigns.

Synthesis

Route1
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- In-stock
  
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  1001907-23-8
References
- ABBOTT LABORATORIES Patent: WO2008/154241 A1, 2008 ; Location in patent: Page/Page column 55; 57 ;

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 44.12
LogP 3.4241
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Iodide

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

Key Words

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Tert-butyl 5-iodo-1H-indazole-1-carboxylate

CAS No. 1001907-23-8

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