tert-Butyl 6-bromo-1H-indazole-1-carboxylate

Name: tert-Butyl 6-bromo-1H-indazole-1-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 877264-77-2
Cat. No. CS-0006111
Purity≥97%
MDL No.MFCD06739133

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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+
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tert-Butyl 6-bromo-1H-indazole-1-carboxylate|CS-0006111

Structure of 877264-77-2

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General Information

CAS No. 877264-77-2
Cat. No. CS-0006111
Purity ≥97%
MDL No. MFCD06739133
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₃BrN₂O₂
Molecular Weight 297.15
Synonym(s) tert-butyl 6-bromoindazole-1-carboxylate
SMILES O=C(N1N=CC2=C1C=C(Br)C=C2)OC(C)(C)C

Description

tert-Butyl 6-bromo-1H-indazole-1-carboxylate features a brominated indazole core with a robust tert-butyl ester handle, enabling straightforward deprotection and functionalization. This bench-stable reagent integrates seamlessly into cross-coupling workflows, delivering access to diverse indazole-based scaffolds for medicinal chemistry and materials science applications.

Application

tert-Butyl 6-bromo-1H-indazole-1-carboxylate serves as a versatile building block for the synthesis of brominated indazole derivatives, enabling direct functionalization via palladium-catalyzed cross-coupling reactions. The tert-butyl ester group offers excellent bench stability and facilitates straightforward deprotection under mild acidic conditions. Its compatibility with diverse reaction partners makes it ideal for constructing complex heterocyclic scaffolds in medicinal chemistry and process development workflows.

Synthesis

Route1
- In-stock
  
  79762-54-2
- In-stock
  
  24424-99-5
- ~94%
- In-stock
  
  877264-77-2
References
- GLAXOSMITHKLINE LLC; DOCK, Steven, Thomas; MCSHERRY, Allison, K.; MOORE, Michael, Lee; RIDGERS, Lance, Howard; PARRISH, Cynthia, Ann Patent: WO2013/28445 A1, 2013 ; Location in patent: Page/Page column 54; 55 ;

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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Computational Chemistry Data

TPSA 44.12
LogP 3.582
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

Key Words

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tert-Butyl 6-bromo-1H-indazole-1-carboxylate

CAS No. 877264-77-2

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