5-Bromo-2,3-dimethylpyrazine

Name: 5-Bromo-2,3-dimethylpyrazine
Brand: ChemScene
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CAS No. 111454-68-3
Cat. No. CS-0061385
Purity≥98%
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+
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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Structure of 111454-68-3

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Description

5-Bromo-2,3-dimethylpyrazine is a halogenated pyrazine derivative featuring bromine at the 5-position and methyl groups at the 2- and 3-positions. This electron-deficient heterocycle serves as a versatile scaffold in medicinal chemistry, enabling direct coupling reactions through its reactive halogen site. The molecule exhibits enhanced stability under standard bench conditions and facilitates efficient functionalization in cross-coupling processes.

Application

5-Bromo-2,3-dimethylpyrazine serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. The bromo group facilitates reliable Suzuki, Stille, and Negishi couplings, while the pyrazine core provides metabolic stability and favorable pharmacophore geometry. Bench-stable and readily purified by column chromatography, it functions as a key scaffold for heterocyclic libraries and API intermediates.

General Information

CAS No. 111454-68-3
Cat. No. CS-0061385
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₇BrN₂
Molecular Weight 187.04
Synonym(s) 5-bromo-2,3-dimethyl-pyrazine
SMILES CC1=NC=C(Br)N=C1C

Computational Chemistry Data

TPSA 25.78
LogP 1.85594
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

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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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazine compounds

Key Words

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5-Bromo-2,3-dimethylpyrazine

CAS No. 111454-68-3

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