2-Bromo-5H-pyrrolo[2,3-b]pyrazine

Name: 2-Bromo-5H-pyrrolo[2,3-b]pyrazine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 875781-43-4
Cat. No. CS-W008866
Purity≥98%
MDL No.MFCD09834822

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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-5H-pyrrolo[2,3-b]pyrazine|CS-W008866

Structure of 875781-43-4

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Description

2-Bromo-5H-pyrrolo[2,3-b]pyrazine is a heterocyclic bromide featuring a fused pyrrole-pyrazine core, offering a rigid, electron-deficient scaffold. This structure enables direct functionalization in cross-coupling reactions, integrating readily into complex molecular architectures. The bromine atom serves as a high-reactivity handle for palladium-catalyzed transformations, facilitating efficient access to diversified nitrogen-rich frameworks under standard conditions.

Application

2-Bromo-5H-pyrrolo[2,3-b]pyrazine serves as a versatile heterocyclic building block for the synthesis of advanced pharmaceutical intermediates. Its bromine substituent enables efficient palladium-catalyzed cross-coupling reactions, including Suzuki and Buchwald-Hartwig aminations, facilitating rapid access to functionalized pyrrolopyrazine scaffolds. The compound exhibits good bench stability and compatibility with common protecting groups, supporting its use in multi-step synthetic sequences for targeted API development.

General Information

CAS No. 875781-43-4
Cat. No. CS-W008866
Purity ≥98%
MDL No. MFCD09834822
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄BrN₃
Molecular Weight 198.02
Synonym(s) 2-Bromo-5H-pyrrolo[2,3-b]pyrazine; 5-Bromo-4,7-diazaindole; 2-bromo-5H-pyrrolo[3,2-b]pyrazine
SMILES BrC1=CN=C(NC=C2)C2=N1

Computational Chemistry Data

TPSA 41.57
LogP 1.7204
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazine compounds

Key Words

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2-Bromo-5H-pyrrolo[2,3-b]pyrazine

CAS No. 875781-43-4

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