4-Amino-5-bromo-2-chloropyridine

Name: 4-Amino-5-bromo-2-chloropyridine
Brand: ChemScene
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CAS No. 857730-21-3
Cat. No. CS-D0869
Molecule weight207.46
Purity≥98%
MDL No.MFCD09037459

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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4-Amino-5-bromo-2-chloropyridine|CS-D0869

Structure of 857730-21-3

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General Information

CAS No. 857730-21-3
Cat. No. CS-D0869
Purity ≥98%
MDL No. MFCD09037459
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₄BrClN₂
Molecular Weight 207.46
Synonym(s) 5-Bromo-2-chloro-pyridin-4-ylamine
SMILES ClC1=CC(N)=C(Br)C=N1

Description

4-Amino-5-bromo-2-chloropyridine features a pyridine core functionalized with amino, bromo, and chloro groups at positions 4, 5, and 2 respectively. This electron-deficient heterocycle integrates readily into cross-coupling reactions, serving as a key building block for pharmaceutical intermediates and agrochemical scaffolds.

Application

4-Amino-5-bromo-2-chloropyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The amino group facilitates direct functionalization or derivatization, while the bromo and chloro substituents allow sequential transformations under mild conditions. This compound exhibits good bench stability and is readily purified by recrystallization, making it ideal for scalable synthesis of pyridine-based pharmacophores and API intermediates.

Synthesis

Route1
- In-stock
  
  14432-12-3
- ~%
- In-stock
  
  857730-21-3
- In-stock
  
  215364-85-5
References
- WO2005/61500 A1, ; Page/Page column 158 ;
Route2
- In-stock
  
  849937-96-8
- ~%
- In-stock
  
  857730-21-3
References
- Recueil des Travaux Chimiques des Pays-Bas, , vol. 70, p. 353,359
Route3
- 80791-79-3
- ~%
- In-stock
  
  857730-21-3
References
- Recueil des Travaux Chimiques des Pays-Bas, , vol. 70, p. 353,359

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H315-H319
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 38.91
LogP 2.0797
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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4-Amino-5-bromo-2-chloropyridine

CAS No. 857730-21-3

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