5-Bromo-N,N-dimethylpyrazin-2-amine

Name: 5-Bromo-N,N-dimethylpyrazin-2-amine
Brand: ChemScene
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CAS No. 446286-94-8
Cat. No. CS-0043010
Purity≥98%
MDL No.MFCD09879029

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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-N,N-dimethylpyrazin-2-amine|CS-0043010

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General Information

CAS No. 446286-94-8
Cat. No. CS-0043010
Purity ≥98%
MDL No. MFCD09879029
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₈BrN₃
Molecular Weight 202.05
Synonym(s) 5-BROMO-2-(DIMETHYLAMINO)PYRAZINE
SMILES CN(C)C1=NC=C(Br)N=C1

Description

5-Bromo-N,N-dimethylpyrazin-2-amine features a pyrazine core functionalized with a bromide at the 5-position and two methyl groups on the nitrogen. This electron-deficient heterocycle serves as a key building block in medicinal chemistry, enabling efficient coupling reactions via palladium catalysis. The dimethyl substitution enhances solubility and stability under standard conditions, while the bromo group facilitates further derivatization in synthetic sequences.

Application

5-Bromo-N,N-dimethylpyrazin-2-amine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromine handle. The dimethylpyrazinamide core offers enhanced solubility and metabolic stability, while the pyrazine scaffold provides structural rigidity and favorable pharmacophoric properties. This compound facilitates efficient synthesis of heterocyclic scaffolds relevant to kinase inhibitors and other bioactive molecules, with predictable reactivity under standard coupling conditions.

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 29.02
LogP 1.3051
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazine compounds

Key Words

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5-Bromo-N,N-dimethylpyrazin-2-amine

CAS No. 446286-94-8

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