7-Bromo-4-chloro-1H-indole

Name: 7-Bromo-4-chloro-1H-indole
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 126811-29-8
Cat. No. CS-0041831
Purity≥95%
MDL No.MFCD09749918

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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 126811-29-8

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General Information

CAS No. 126811-29-8
Cat. No. CS-0041831
Purity ≥95%
MDL No. MFCD09749918
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₅BrClN
Molecular Weight 230.49
Synonym(s) 7-Bromo-4-chloroindole
SMILES ClC1=CC=C(Br)C2=C1C=CN2

Description

7-Bromo-4-chloro-1H-indole features a halogenated indole core with strategic substitution at the 7-bromo and 4-chloro positions, enabling direct incorporation into diverse heterocyclic scaffolds. This electron-deficient derivative offers enhanced reactivity in cross-coupling and cyclization processes, delivering access to complex nitrogen-containing architectures under standard conditions.

Application

7-Bromo-4-chloro-1H-indole serves as a versatile building block for the synthesis of functionalized indole scaffolds in medicinal chemistry and materials science. The molecule exhibits enhanced electrophilicity at the 4-position due to the chlorine substituent, enabling selective cross-coupling reactions with boronic acids and organometallic reagents under standard Pd-catalyzed conditions. Its bench-stable nature and compatibility with diverse reaction environments make it well-suited for modular diversification in API development and heterocyclic library construction.

Synthesis

Route1
- In-stock
  
  41513-04-6
- 1826-67-1
- ~48%
- In-stock
  
  126811-29-8
References
- Conte-Mayweg, Aurelia; Kuehne, Holger; Luebbers, Thomas; Maugeais, Cyrille; Mueller, Werner; Pflieger, Philippe Patent: US2006/30613 A1, 2006 ; Location in patent: Page/Page column 35 ;
Route2
- In-stock
  
  41513-04-6
- ~%
- In-stock
  
  126811-29-8
References
- US5721246 A1, ;

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

Quality Control

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Computational Chemistry Data

TPSA 15.79
LogP 3.5838
H_Acceptors 0
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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7-Bromo-4-chloro-1H-indole

CAS No. 126811-29-8

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