4-Bromo-7-azaindole

Name: 4-Bromo-7-azaindole
Brand: ChemScene
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CAS No. 348640-06-2
Cat. No. CS-B0098
Purity≥95%
MDL No.MFCD08272233

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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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Structure of 348640-06-2

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General Information

CAS No. 348640-06-2
Cat. No. CS-B0098
Purity ≥95%
MDL No. MFCD08272233
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrN₂
Molecular Weight 197.03
Synonym(s) None
SMILES BrC1=CC=NC2=C1C=CN2

Description

4-Bromo-7-azaindole is a heterocyclic building block featuring a bromine substituent at the 4-position and a nitrogen atom at the 7-position of the indole scaffold. This electron-deficient core enables direct functionalization in cross-coupling reactions, offering enhanced solubility and stability compared to traditional indoles. The bromine group serves as a reactive handle for palladium-catalyzed transformations, facilitating efficient access to complex pharmaceutical intermediates and functional materials under standard conditions.

Application

4-Bromo-7-azaindole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions for the construction of biologically relevant heterocyclic scaffolds. The bromine substituent provides high reactivity in Suzuki, Stille, and Negishi couplings, while the 7-azaindole core offers enhanced solubility and favorable electronic properties. Its bench-stable nature and compatibility with diverse functional groups facilitate efficient synthesis of complex molecules.

Safety Information

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GHS Pictogram :	GHS No : GHS05,GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

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Computational Chemistry Data

TPSA 28.68
LogP 2.3254
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Bioactive Molecules Dye and Bio-assay Reagents

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Key Words

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4-Bromo-7-azaindole

CAS No. 348640-06-2

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