2-Bromo-5-(methylsulfonyl)pyrazine

Name: 2-Bromo-5-(methylsulfonyl)pyrazine
Brand: ChemScene
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CAS No. 1177421-54-3
Cat. No. CS-0527003
Molecule weight237.07
Purity≥95%
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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2-Bromo-5-(methylsulfonyl)pyrazine|CS-0527003

Structure of 1177421-54-3

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General Information

CAS No. 1177421-54-3
Cat. No. CS-0527003
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₅BrN₂O₂S
Molecular Weight 237.07
Synonym(s) 2-bromo-5-methanesulfonylpyrazine
SMILES O=S(C1=CN=C(Br)C=N1)(C)=O

Description

2-Bromo-5-(methylsulfonyl)pyrazine is a bench-stable heterocyclic building block featuring a bromine atom at the 2-position and a methylsulfonyl group at the 5-position, enabling selective cross-coupling reactions. The electron-deficient pyrazine core facilitates nucleophilic substitution and metal-catalyzed transformations. This compound serves as a key intermediate in the synthesis of bioactive molecules and functional materials.

Application

2-Bromo-5-(methylsulfonyl)pyrazine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-established halogen reactivity. The methylsulfonyl group enhances solubility and modulates electronic properties, while the pyrazine core provides a rigid, heteroaromatic scaffold suitable for drug discovery. Bench-stable and compatible with standard synthetic workflows, it facilitates efficient construction of complex heterocyclic architectures.

Synthesis

Route1
- In-stock
  
  1049026-49-4
- ~%
- In-stock
  
  1177421-54-3
References
- Daiichi Sankyo Company, Limited Patent: EP2239253 A1, 2010 ; Location in patent: Page/Page column 143 ; EP 2239253 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-P362-P405-P501

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Computational Chemistry Data

TPSA 59.92
LogP 0.6426
H_Acceptors 4
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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2-Bromo-5-(methylsulfonyl)pyrazine

CAS No. 1177421-54-3

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