3-Bromo-1H-pyrrolo[2,3-b]pyridin-5-amine

Name: 3-Bromo-1H-pyrrolo[2,3-b]pyridin-5-amine
Brand: ChemScene
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CAS No. 1190321-04-0
Cat. No. CS-0162985
Purity≥98%
MDL No.None

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3-Bromo-1H-pyrrolo[2,3-b]pyridin-5-amine|CS-0162985

Structure of 1190321-04-0

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General Information

CAS No. 1190321-04-0
Cat. No. CS-0162985
Purity ≥98%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrN₃
Molecular Weight 212.05
Synonym(s) 5-AMino-3-BroMo-7-azaindole
SMILES NC1=CN=C(NC=C2Br)C2=C1

Description

3-Bromo-1H-pyrrolo[2,3-b]pyridin-5-amine features a brominated pyrrolopyridine core with a primary amine at the 5-position, enabling direct coupling in cross-coupling reactions. The electron-deficient heterocycle facilitates palladium-catalyzed transformations, while the bench-stable amine group supports straightforward functionalization. This scaffold serves as a key building block for bioactive molecules and advanced materials.

Application

3-Bromo-1H-pyrrolo[2,3-b]pyridin-5-amine serves as a versatile building block for the synthesis of biologically active heterocycles. Its bromo group enables palladium-catalyzed cross-coupling reactions, while the pendant amine facilitates derivatization and salt formation. The scaffold exhibits good bench stability and compatibility with standard functional group manipulations, making it suitable 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 : P264-P280-P302+P352-P362

Quality Control

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Computational Chemistry Data

TPSA 54.7
LogP 1.9076
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 0

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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3-Bromo-1H-pyrrolo[2,3-b]pyridin-5-amine

CAS No. 1190321-04-0

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