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

Name: 4-Bromo-1H-pyrrolo[2,3-b]pyridin-3-amine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 943323-65-7
Cat. No. CS-0002347
Purity≥96%
MDL No.MFCD09880125

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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-pyrrolo[2,3-b]pyridin-3-amine|CS-0002347

Structure of 943323-65-7

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General Information

CAS No. 943323-65-7
Cat. No. CS-0002347
Purity ≥96%
MDL No. MFCD09880125
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrN₃
Molecular Weight 212.05
Synonym(s) None
SMILES NC1=CNC2=NC=CC(Br)=C21

Description

4-Bromo-1H-pyrrolo[2,3-b]pyridin-3-amine features a brominated heterocyclic core with a pendant amine group, enabling direct functionalization in cross-coupling reactions. This bench-stable scaffold integrates readily into bioactive molecule design, offering enhanced solubility and tunable electronic properties for medicinal chemistry applications.

Application

4-Bromo-1H-pyrrolo[2,3-b]pyridin-3-amine serves as a versatile heterocyclic building block for constructing biologically relevant scaffolds. Its bromine substituent enables palladium-catalyzed cross-coupling reactions, while the pyrrolo[2,3-b]pyridin-3-amine core provides a rigid, electron-rich framework suitable for medicinal chemistry and materials science applications. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis workflows.

Synthesis

Route1
- 943323-63-5
- ~51%
- In-stock
  
  943323-65-7
References
- VERNALIS (RandD) LIMITED; STOKES, Stephen; GRAHAM, Christoper John; RAY, Stuart Christopher; STEFANIAK, Emma Jayne Patent: WO2013/114113 A1, 2013 ; Location in patent: Page/Page column 26 ;
Route2
- In-stock
  
  348640-06-2
- ~%
- In-stock
  
  943323-65-7
References
- VERNALIS (RandD) LIMITED; STOKES, Stephen; GRAHAM, Christoper John; RAY, Stuart Christopher; STEFANIAK, Emma Jayne Patent: WO2013/114113 A1, 2013 ;

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

CAS No. 943323-65-7

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