tert-Butyl 4-amino-1H-indazole-1-carboxylate

Name: tert-Butyl 4-amino-1H-indazole-1-carboxylate
Brand: ChemScene
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CAS No. 801315-74-2
Cat. No. CS-0053905
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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tert-Butyl 4-amino-1H-indazole-1-carboxylate|CS-0053905

Structure of 801315-74-2

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General Information

CAS No. 801315-74-2
Cat. No. CS-0053905
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₅N₃O₂
Molecular Weight 233.27
Synonym(s) 4-Amino-indazole-1-carboxylic acid tert-butyl ester
SMILES CC(C)(C)OC(=O)N1N=CC2=C(N)C=CC=C12

Description

tert-Butyl 4-amino-1H-indazole-1-carboxylate features a bench-stable indazole core with a strategically positioned amino group enabling direct functionalization. The tert-butyl ester facilitates protection and subsequent cleavage under mild acidic conditions, streamlining access to the free carboxylic acid. This derivative integrates readily into synthetic routes for bioactive heterocycles.

Application

tert-Butyl 4-amino-1H-indazole-1-carboxylate serves as a versatile building block for indazole-based pharmaceutical scaffolds, enabling direct functionalization at the 4-amino position. The tert-butyl carbamate group provides excellent bench stability and facilitates straightforward deprotection under mild acidic conditions. It functions effectively in palladium-catalyzed cross-coupling reactions and supports efficient derivatization in medicinal chemistry campaigns targeting kinase inhibitors and other bioactive heterocycles.

Synthesis

Route1
- 801315-75-3
- ~83%
- In-stock
  
  801315-74-2
References
- Array Biopharma, Inc. Patent: US2010/63066 A1, 2010 ; Location in patent: Page/Page column 31 ;

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 70.14
LogP 2.4017
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

Key Words

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tert-Butyl 4-amino-1H-indazole-1-carboxylate

CAS No. 801315-74-2

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