5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile

Name: 5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile
Brand: ChemScene
Availability: InStock
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CAS No. 799270-07-8
Cat. No. CS-0004744
Purity≥95%
MDL No.MFCD11046239

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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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5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile|CS-0004744

Structure of 799270-07-8

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Description

5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile features a fused heterocyclic core with dual electron-withdrawing groups: a bromine at the 5-position and a nitrile at the 3-position. This combination enhances electrophilicity for cross-coupling reactions while maintaining stability under standard conditions. The molecule serves as a key scaffold in medicinal chemistry for constructing bioactive compounds and functional materials.

Application

5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its compatible bromo and nitrile functionalities. The molecule exhibits excellent bench stability and facilitates efficient derivatization in late-stage functionalization workflows. Its rigid heterocyclic core supports integration into diverse API scaffolds, particularly in kinase inhibitor and CNS-targeted compound development.

General Information

CAS No. 799270-07-8
Cat. No. CS-0004744
Purity ≥95%
MDL No. MFCD11046239
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄BrN₃
Molecular Weight 222.04
Synonym(s) 5-BroMo-3-cyano-7-azaindole
SMILES N#CC1=CNC2=NC=C(Br)C=C21

Computational Chemistry Data

TPSA 52.47
LogP 2.19708
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

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

Quality Control

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Other Classifications

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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5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile

CAS No. 799270-07-8

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