3-Amino-2-bromo-5-chloropyridine

Name: 3-Amino-2-bromo-5-chloropyridine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 90902-83-3
Cat. No. CS-0042741
Purity≥98%
MDL No.MFCD07368976

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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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3-Amino-2-bromo-5-chloropyridine|CS-0042741

Structure of 90902-83-3

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General Information

CAS No. 90902-83-3
Cat. No. CS-0042741
Purity ≥98%
MDL No. MFCD07368976
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₄BrClN₂
Molecular Weight 207.46
Synonym(s) 2-bromo-5-chloropyridin-3-amine
SMILES NC1=CC(=CN=C1Br)Cl

Description

3-Amino-2-bromo-5-chloropyridine features a pyridine core functionalized with amino, bromo, and chloro substituents at positions 3, 2, and 5 respectively. This electron-deficient heterocycle serves as a key intermediate in the synthesis of pharmaceuticals and agrochemicals, enabling efficient coupling reactions under standard conditions. The strategic placement of halogens facilitates selective cross-coupling transformations, while the amino group offers a handle for further derivatization.

Application

3-Amino-2-bromo-5-chloropyridine serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling site-selective functionalization via palladium-catalyzed cross-coupling. The amino group facilitates derivatization through acylation or sulfonation, while the bromo and chloro substituents support sequential coupling reactions under mild conditions. Its bench-stable nature and compatibility with common protecting groups make it ideal for multi-step synthesis of pyridine-based scaffolds.

Synthesis

Route1
- In-stock
  
  75806-86-9
- ~99%
- In-stock
  
  90902-83-3
References
- Ding, Zi-Chun; Ma, Xiang; Zhou, Weicheng Synthetic Communications, 2012 , vol. 42, # 19 p. 2791 - 2796
Route2
- In-stock
  
  1072-98-6
- ~%
- In-stock
  
  90902-83-3
References
- Synthetic Communications, , vol. 42, # 19 p. 2791 - 2796
Route3
- In-stock
  
  21427-61-2
- ~%
- In-stock
  
  90902-83-3
References
- Journal of the Chemical Society, , p. 2042,2044

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 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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3-Amino-2-bromo-5-chloropyridine

CAS No. 90902-83-3

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