2-Bromo-5-isopropylpyrazine

Name: 2-Bromo-5-isopropylpyrazine
Brand: ChemScene
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CAS No. 1086382-76-4
Cat. No. CS-0586575
Molecule weight201.06
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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General Information

CAS No. 1086382-76-4
Cat. No. CS-0586575
Purity ≥97%
MDL No. None
Storage 4°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₉BrN₂
Molecular Weight 201.06
Synonym(s) None
SMILES CC(C1=CN=C(Br)C=N1)C

Description

2-Bromo-5-isopropylpyrazine is a brominated pyrazine derivative featuring a sterically hindered isopropyl group at the 5-position. This configuration enhances stability and modulates reactivity, enabling selective coupling in cross-coupling transformations. The electron-deficient pyrazine core facilitates transition metal catalysis, offering a robust scaffold for constructing complex heterocyclic architectures under standard conditions.

Application

2-Bromo-5-isopropylpyrazine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions to construct biaryl and heteroaryl scaffolds. The bromine substituent provides high reactivity in Suzuki, Stille, and Negishi couplings, while the isopropyl group enhances lipophilicity and metabolic stability. Bench-stable and readily purified by flash chromatography, it functions efficiently in late-stage functionalization and API synthesis workflows.

Safety Information

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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

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Computational Chemistry Data

TPSA 25.78
LogP 2.3625
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazine compounds

Key Words

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2-Bromo-5-isopropylpyrazine

CAS No. 1086382-76-4

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