5-Bromo-3-chloropyrazin-2-amine

Name: 5-Bromo-3-chloropyrazin-2-amine
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CAS No. 21943-13-5
Cat. No. CS-W019622
Purity≥95%
MDL No.MFCD11109828

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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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5-Bromo-3-chloropyrazin-2-amine|CS-W019622

Structure of 21943-13-5

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General Information

CAS No. 21943-13-5
Cat. No. CS-W019622
Purity ≥95%
MDL No. MFCD11109828
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₃BrClN₃
Molecular Weight 208.44
Synonym(s) 5-Bromo-3-chloro-pyrazin-2-ylamine
SMILES NC1=NC=C(Br)N=C1Cl

Description

5-Bromo-3-chloropyrazin-2-amine features a pyrazine core bearing bromo and chloro substituents at the 5- and 3-positions, respectively, enabling selective functionalization in heterocyclic synthesis. The electron-deficient aromatic ring facilitates transition-metal-catalyzed cross-coupling reactions, while the amine group provides a handle for derivatization. This compound serves as a key intermediate in the development of pharmaceuticals and agrochemicals.

Application

5-Bromo-3-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 compatibility with standard Pd-catalyzed coupling conditions, enabling efficient functionalization at both C5 and C3 positions.

Synthesis

Route1
- In-stock
  
  6863-73-6
- ~67%
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  21943-13-5
References
- Caldwell, John J.; Veillard, Nicolas; Collins, Ian Tetrahedron, 2012 , vol. 68, # 47 p. 9713 - 9728,16 Title/Abstract Full Text Show Details Caldwell, John J.; Veillard, Nicolas; Collins, Ian Tetrahedron, 2012 , vol. 68, # 47 p. 9713 - 9728

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

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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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5-Bromo-3-chloropyrazin-2-amine

CAS No. 21943-13-5

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