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

CAS No. 1111638-10-8
Cat. No. CS-W005881
Purity≥98%
MDL No.MFCD12024539

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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3-Chloro-5H-pyrrolo[2,3-b]pyrazine|CS-W005881

Structure of 1111638-10-8

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Description

3-Chloro-5H-pyrrolo[2,3-b]pyrazine is a heterocyclic scaffold featuring a chlorinated pyrrolopyrazine core, offering enhanced electron-deficient character and structural rigidity. This moiety integrates readily into pharmaceutical intermediates, enabling efficient coupling reactions under mild conditions. Its bench-stable nature and compatibility with diverse functional groups streamline synthetic workflows in medicinal chemistry.

Application

3-Chloro-5H-pyrrolo[2,3-b]pyrazine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. The chlorine atom at the 3-position exhibits high reactivity in Suzuki, Negishi, and Buchwald–Hartwig transformations, facilitating the construction of complex biaryl and amino-substituted scaffolds. Its planar, electron-deficient core enhances binding affinity in kinase inhibitors and other target-directed compounds. Bench-stable and readily purified by column chromatography, it functions reliably in multi-step syntheses for API development.

General Information

CAS No. 1111638-10-8
Cat. No. CS-W005881
Purity ≥98%
MDL No. MFCD12024539
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄ClN₃
Molecular Weight 153.57
Synonym(s) None
SMILES ClC1=NC2=C(C=CN2)N=C1

Computational Chemistry Data

TPSA 41.57
LogP 1.6113
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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3-Chloro-5H-pyrrolo[2,3-b]pyrazine

CAS No. 1111638-10-8

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