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Ethyl 3-oxo-3-(pyridin-4-yl)propanoate
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CAS No. 26377-17-3
- Cat. No. CS-W002366
- Purity≥97%
- MDL No.MFCD00094021
*For research and further manufacturing use only, not for direct human use.
Structure of 26377-17-3
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General Information
- CAS No. 26377-17-3
- Cat. No. CS-W002366
- Purity ≥97%
- MDL No. MFCD00094021
- Storage RT, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₁₁NO₃
- Molecular Weight None
- Synonym(s) Ethyl isonicotinoylacetate
- SMILES CCOC(CC(C1=CC=NC=C1)=O)=O
Description
Ethyl 3-oxo-3-(pyridin-4-yl)propanoate is a versatile β-keto ester featuring a pyridin-4-yl group that enhances solubility and electronic tuning. This bench-stable reagent integrates readily into multistep syntheses, enabling efficient access to heterocyclic scaffolds via condensation or cyclization reactions under standard conditions.
Application
Ethyl 3-oxo-3-(pyridin-4-yl)propanoate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyridine-fused carbocycles and nitrogen-containing scaffolds via Michael addition, aldol condensation, and cycloaddition reactions. Its enone functionality exhibits excellent stability under standard bench conditions and tolerates diverse functional groups, facilitating straightforward purification and integration into multi-step synthetic sequences.
Synthesis
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References
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Venkat Ragavan; Vijayakumar; Rajesh; Palakshi Reddy; Karthikeyan; Suchetha Kumari Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 12 p. 4193 - 4197
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Route2
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55-22-1 - ~42%
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In-stock
26377-17-3
References
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BAYER AKTIENGESELLSCHAFT Patent: WO2003/106450 A1, 2003 ; Location in patent: Page column 39,40 ; WO 03/106450 A1
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Route3
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55-22-1
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In-stock
6148-64-7 - ~25%
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In-stock
26377-17-3
References
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Alam, Muzaffar; Du Bois, Daisy Joe; Hawley, Ronald Charles; Kennedy-Smith, Joshua; Minatti, Ana Elena; Palmer, Wylie Solang; Silva, Tania; Wilhelm, Robert Stephen Patent: US2011/71150 A1, 2011 ; Location in patent: Page/Page column 27 ;
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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 56.26
- LogP 1.2175
- H_Acceptors 4
- H_Donors 0
- Rotatable_Bonds 4
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Key Words
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