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Ethyl 3-oxo-3-(pyrazin-2-yl)propanoate
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CAS No. 62124-77-0
- Cat. No. CS-0044465
- Purity≥97%
- MDL No.MFCD04114374
*For research and further manufacturing use only, not for direct human use.
Structure of 62124-77-0
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General Information
- CAS No. 62124-77-0
- Cat. No. CS-0044465
- Purity ≥97%
- MDL No. MFCD04114374
- Storage RT, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₁₀N₂O₃
- Molecular Weight 194.19
- Synonym(s) ETHYL 3-OXO-3-PYRAZIN-2-YL-PROPIONATE
- SMILES O=C(OCC)CC(C1=NC=CN=C1)=O
Description
Ethyl 3-oxo-3-(pyrazin-2-yl)propanoate is a versatile β-keto ester featuring a pyrazine ring that enhances electronic delocalization and stability. This compound integrates readily into heterocyclic syntheses, particularly for constructing fused pyrazine systems. The electrophilic α-carbon facilitates nucleophilic addition and condensation reactions under mild conditions. Its bench-stable nature supports reliable handling in multistep synthetic sequences.
Application
Ethyl 3-oxo-3-(pyrazin-2-yl)propanoate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyrazine-fused scaffolds via Michael addition and condensation reactions. Its α,β-unsaturated ketone functionality facilitates conjugate addition with amines and nucleophiles, while the ester group supports further functionalization. The molecule exhibits excellent bench stability and ease of purification, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.
Synthesis
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References
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Bioorganic and Medicinal Chemistry Letters, , vol. 22, # 12 p. 4193 - 4197
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Route2
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19847-10-0 -
105-53-3
- ~45%
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In-stock
62124-77-0
References
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WO2005/46679 A1, ; Page/Page column 17-18 ;
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Route3
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In-stock
6164-79-0 -
141-78-6
- ~%
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In-stock
62124-77-0
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75399-07-4
References
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US2006/135526 A1, ; Page/Page column 24 ; US 20060135526 A1
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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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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Quality Control
Computational Chemistry Data
- TPSA 69.15
- LogP 0.6125
- H_Acceptors 5
- H_Donors 0
- Rotatable_Bonds 4
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Key Words
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