3,5-Dibromo-6-chloropyrazin-2-amine

Name: 3,5-Dibromo-6-chloropyrazin-2-amine
Brand: ChemScene
Availability: InStock
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CAS No. 566205-01-4
Cat. No. CS-W003751
Purity≥96%
MDL No.MFCD11043607

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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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3,5-Dibromo-6-chloropyrazin-2-amine|CS-W003751

Structure of 566205-01-4

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General Information

CAS No. 566205-01-4
Cat. No. CS-W003751
Purity ≥96%
MDL No. MFCD11043607
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₂Br₂ClN₃
Molecular Weight None
Synonym(s) 2-Amino-3,5-dibromo-6-chloropyrazine
SMILES NC1=NC(Cl)=C(Br)N=C1Br

Description

3,5-Dibromo-6-chloropyrazin-2-amine features a highly functionalized pyrazine core with halogen substituents at positions 3, 5, and 6. This electron-deficient heterocycle serves as a key building block in the synthesis of advanced pharmaceutical intermediates and ligands for transition metal catalysis. The molecule exhibits enhanced stability under standard bench conditions and facilitates efficient cross-coupling transformations through orthogonal reactivity patterns.

Application

3,5-Dibromo-6-chloropyrazin-2-amine serves as a versatile building block in heterocyclic synthesis, enabling the construction of complex pyrazine-based scaffolds through palladium-catalyzed cross-coupling reactions. Its orthogonal halogenation pattern supports sequential functionalization, while its bench-stable nature and compatibility with standard reaction conditions facilitate efficient access to diversified libraries for medicinal chemistry and materials applications.

Synthesis

Route1
- In-stock
  
  33332-28-4
- ~95%
- In-stock
  
  566205-01-4
References
- NATIONAL UNIVERSITY CORPORATION TOKYO MEDICAL AND DENTAL UNIVERSITY; JNC CORPORATION Patent: US2012/232272 A1, 2012 ; Location in patent: Page/Page column 18 ;

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 2.2372
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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3,5-Dibromo-6-chloropyrazin-2-amine

CAS No. 566205-01-4

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