tert-Butyl 5-bromo-1H-indazole-1-carboxylate

Name: tert-Butyl 5-bromo-1H-indazole-1-carboxylate
Brand: ChemScene
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CAS No. 651780-02-8
Cat. No. CS-0001990
Purity≥97%
MDL No.MFCD08435913

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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tert-Butyl 5-bromo-1H-indazole-1-carboxylate|CS-0001990

Structure of 651780-02-8

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Description

tert-Butyl 5-bromo-1H-indazole-1-carboxylate features a brominated indazole core with a robust tert-butyl ester handle, enabling direct incorporation into cross-coupling reactions. The electron-deficient bromine at the 5-position facilitates palladium-catalyzed transformations, while the bench-stable ester group resists hydrolysis under standard conditions. This compound serves as a key intermediate for accessing functionalized indazoles in medicinal chemistry and materials synthesis.

Application

tert-Butyl 5-bromo-1H-indazole-1-carboxylate serves as a versatile building block for the synthesis of indazole-based pharmaceuticals and functional materials. The bromo group enables palladium-catalyzed cross-coupling reactions, while the tert-butyl ester provides stability and ease of manipulation under standard synthetic conditions. Its compatibility with diverse reaction partners facilitates efficient access to complex heterocyclic architectures in medicinal chemistry and process development workflows.

General Information

CAS No. 651780-02-8
Cat. No. CS-0001990
Purity ≥97%
MDL No. MFCD08435913
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₃BrN₂O₂
Molecular Weight 297.15
Synonym(s) 5-Bromo-indazole-1-carboxylic acid tert-butyl ester
SMILES O=C(OC(C)(C)C)N1N=CC2=C1C=CC(Br)=C2

Computational Chemistry Data

TPSA 44.12
LogP 3.582
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 0

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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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

Key Words

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tert-Butyl 5-bromo-1H-indazole-1-carboxylate

CAS No. 651780-02-8

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