2-Amino-5-bromo-3-ethynylpyrazine

Name: 2-Amino-5-bromo-3-ethynylpyrazine
Brand: ChemScene
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CAS No. 1209289-08-6
Cat. No. CS-0043018
Purity≥96%
MDL No.MFCD09999142

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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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2-Amino-5-bromo-3-ethynylpyrazine|CS-0043018

Structure of 1209289-08-6

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General Information

CAS No. 1209289-08-6
Cat. No. CS-0043018
Purity ≥96%
MDL No. MFCD09999142
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄BrN₃
Molecular Weight 198.02
Synonym(s) 5-Bromo-3-ethynylpyrazin-2-amine
SMILES NC1=NC=C(N=C1C#C)Br

Description

2-Amino-5-bromo-3-ethynylpyrazine features a conjugated pyrazine core bearing an electron-rich amino group, a bromine substituent for cross-coupling, and a terminal alkyne enabling efficient Sonogashira or click chemistry. This tri-functional scaffold integrates readily into complex heterocycles, offering direct access to advanced building blocks in medicinal chemistry and materials science under standard conditions.

Application

2-Amino-5-bromo-3-ethynylpyrazine serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient construction of complex heterocyclic architectures. The ethynyl group facilitates Sonogashira coupling, while the bromo and amino functionalities support sequential functionalization. Bench-stable and readily purified by column chromatography, it functions effectively in late-stage diversification for medicinal chemistry and materials science applications.

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 0.8026
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazine compounds

Key Words

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2-Amino-5-bromo-3-ethynylpyrazine

CAS No. 1209289-08-6

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