6-Bromo-4-methoxy-1H-indole

Name: 6-Bromo-4-methoxy-1H-indole
Brand: ChemScene
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CAS No. 393553-57-6
Cat. No. CS-W022463
Purity≥95%
MDL No.MFCD03095330

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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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General Information

CAS No. 393553-57-6
Cat. No. CS-W022463
Purity ≥95%
MDL No. MFCD03095330
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈BrNO
Molecular Weight 226.07
Synonym(s) 6-BROMO-4-METHOXYINDOLE
SMILES COC1=CC(Br)=CC2=C1C=CN2

Description

6-Bromo-4-methoxy-1H-indole is a halogenated indole derivative featuring a bromine atom at the 6-position and a methoxy group at the 4-position, enabling selective functionalization in heterocyclic synthesis. This electron-rich scaffold integrates readily into pharmaceutical intermediates and bioactive molecules, offering enhanced reactivity in palladium-catalyzed cross-coupling processes under standard conditions.

Application

6-Bromo-4-methoxy-1H-indole serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its well-defined halogen reactivity. The methoxy group enhances solubility and modulates electronic properties, while the indole core provides a stable scaffold for further functionalization. Bench-stable and amenable to standard purification methods, it facilitates efficient synthesis of complex heterocyclic architectures.

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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Computational Chemistry Data

TPSA 25.02
LogP 2.939
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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6-Bromo-4-methoxy-1H-indole

CAS No. 393553-57-6

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