4-Bromo-1H-indole-3-carbonitrile

Name: 4-Bromo-1H-indole-3-carbonitrile
Brand: ChemScene
Availability: InStock
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CAS No. 903131-13-5
Cat. No. CS-0136261
Purity≥97%
MDL No.MFCD07787361

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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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4-Bromo-1H-indole-3-carbonitrile|CS-0136261

Structure of 903131-13-5

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General Information

CAS No. 903131-13-5
Cat. No. CS-0136261
Purity ≥97%
MDL No. MFCD07787361
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₅BrN₂
Molecular Weight 221.05
Synonym(s) 4-BROMO-3-CYANOINDOLE
SMILES N#CC1=CNC2=C1C(Br)=CC=C2

Description

4-Bromo-1H-indole-3-carbonitrile features a bromine substituent at the 4-position and a nitrile group at the 3-position of the indole core, enabling direct functionalization in C–H activation and cross-coupling reactions. The electron-deficient carbonitrile enhances reactivity in nucleophilic additions and facilitates incorporation into bioactive heterocycles. This bench-stable derivative supports efficient synthesis of pharmaceutical intermediates and advanced materials.

Application

4-Bromo-1H-indole-3-carbonitrile serves as a versatile building block in medicinal chemistry and heterocyclic synthesis. The bromine at the 4-position enables palladium-catalyzed cross-coupling reactions, while the nitrile group provides a handle for derivatization via hydrolysis or nucleophilic addition. Its stability under standard reaction conditions and compatibility with diverse functional groups make it a practical choice for constructing complex indole-based scaffolds in API development and materials science.

Synthesis

Route1
- In-stock
  
  52488-36-5
- 1189-71-5
- ~89%
- In-stock
  
  903131-13-5
References
- Roche Palo Alto LLC Patent: US2007/123527 A1, 2007 ; Location in patent: Page/Page column 68 ;

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 39.58
LogP 2.80208
H_Acceptors 1
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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4-Bromo-1H-indole-3-carbonitrile

CAS No. 903131-13-5

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