Methyl 5-bromo-7-azaindole-6-carboxylate

Name: Methyl 5-bromo-7-azaindole-6-carboxylate
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CAS No. 1408074-64-5
Cat. No. CS-0041392
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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Methyl 5-bromo-7-azaindole-6-carboxylate|CS-0041392

Structure of 1408074-64-5

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General Information

CAS No. 1408074-64-5
Cat. No. CS-0041392
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₇BrN₂O₂
Molecular Weight 255.07
Synonym(s) None
SMILES O=C(C1=NC2=C(C=C1Br)C=CN2)OC

Description

Methyl 5-bromo-7-azaindole-6-carboxylate features a brominated azaindole core with a methyl ester at the C6 position, enabling direct incorporation into diverse heterocyclic scaffolds. The electron-deficient pyridine-like ring enhances reactivity in cross-coupling processes, while the bromide serves as a reliable handle for palladium-mediated transformations. This compound offers high stability under standard bench conditions and facilitates efficient access to functionalized indole derivatives in medicinal chemistry applications.

Application

Methyl 5-bromo-7-azaindole-6-carboxylate serves as a versatile building block for the synthesis of bioactive heterocycles, enabling palladium-catalyzed cross-coupling reactions at the bromo position. The 7-azaindole core provides enhanced solubility and metabolic stability compared to indole analogs, while the ester functionality allows for selective derivatization. Its bench-stable nature and compatibility with standard synthetic protocols make it ideal for medicinal chemistry campaigns targeting kinase inhibitors and CNS-active compounds.

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 54.98
LogP 2.112
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Key Words

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Methyl 5-bromo-7-azaindole-6-carboxylate

CAS No. 1408074-64-5

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