5-Amino-3-chloropyrazine-2-carbonitrile

Name: 5-Amino-3-chloropyrazine-2-carbonitrile
Brand: ChemScene
Availability: InStock
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CAS No. 34617-65-7
Cat. No. CS-0062075
Purity≥95%
MDL No.MFCD10697777

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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-Amino-3-chloropyrazine-2-carbonitrile|CS-0062075

Structure of 34617-65-7

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General Information

CAS No. 34617-65-7
Cat. No. CS-0062075
Purity ≥95%
MDL No. MFCD10697777
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₃ClN₄
Molecular Weight 154.56
Synonym(s) None
SMILES N#CC1=NC=C(N)N=C1Cl

Description

5-Amino-3-chloropyrazine-2-carbonitrile features a fused pyrazine core bearing electron-rich amino and strongly electron-withdrawing cyano groups, enabling precise tuning of reactivity. The chloro substituent at the 3-position provides a handle for palladium-catalyzed cross-coupling transformations. This scaffold exhibits excellent stability under standard bench conditions and demonstrates favorable solubility in common organic solvents, facilitating its use in synthetic routes targeting pharmaceutical intermediates and functional materials.

Application

5-Amino-3-chloropyrazine-2-carbonitrile serves as a versatile heterocyclic building block for medicinal chemistry and materials science. Its amino and cyano groups enable diverse functionalization, while the chloro substituent facilitates palladium-catalyzed cross-coupling reactions. The molecule exhibits good bench stability and facilitates efficient purification, making it well-suited for iterative synthesis of pyrazine-based scaffolds in drug discovery and advanced material development.

Synthesis

Route1
- 34617-64-6
- ~73%
- In-stock
  
  34617-65-7
References
- Tao, Zhi-Fu; Lin, Nan-Horng; Wang, Le; Sowin, Thomas J. Patent: US2005/96324 A1, 2005 ; Location in patent: Page/Page column 10 ; US 20050096324 A1

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 75.59
LogP 0.58388
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazine compounds

Key Words

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5-Amino-3-chloropyrazine-2-carbonitrile

CAS No. 34617-65-7

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