3-Bromo-5-chloropyrazin-2-amine

Name: 3-Bromo-5-chloropyrazin-2-amine
Brand: ChemScene
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CAS No. 76537-18-3
Cat. No. CS-D0361
Purity≥97%
MDL No.MFCD09909643

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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-Bromo-5-chloropyrazin-2-amine|CS-D0361

Structure of 76537-18-3

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General Information

CAS No. 76537-18-3
Cat. No. CS-D0361
Purity ≥97%
MDL No. MFCD09909643
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₃BrClN₃
Molecular Weight 208.44
Synonym(s) 2-Amino-3-bromo-5-chloropyrazine
SMILES ClC1=CN=C(N)C(Br)=N1

Description

3-Bromo-5-chloropyrazin-2-amine features a pyrazine core functionalized with bromo and chloro substituents at the 3- and 5-positions, respectively, and an amine group at the 2-position. This electron-deficient heterocycle integrates readily into cross-coupling reactions and serves as a key building block in medicinal chemistry for targeted scaffold development.

Application

3-Bromo-5-chloropyrazin-2-amine serves as a versatile building block for the synthesis of pyrazine-based pharmaceuticals and agrochemicals. Its dual halogenation pattern enables sequential cross-coupling reactions, facilitating the construction of complex heterocyclic scaffolds. The compound exhibits good bench stability and is compatible with palladium-catalyzed coupling protocols, offering predictable reactivity for medicinal and process chemists.

Synthesis

Route1
- In-stock
  
  33332-29-5
- ~71%
- In-stock
  
  76537-18-3
References
- Bradbury, Robert H.; Bath, Colin; Butlin, Roger J.; Dennis, Michael; Heys, Christine; Hunt, Sarah J.; James, Roger; Mortlock, Andrew A.; Sumner, Neil F.; Tang, Eric K.; Telford, Berwick; Whiting, Elaine; Wilson, Campbell Journal of Medicinal Chemistry, 1997 , vol. 40, # 6 p. 996 - 1004

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 51.8
LogP 1.4747
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazine compounds

Key Words

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3-Bromo-5-chloropyrazin-2-amine

CAS No. 76537-18-3

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