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Ethyl 2-(4-hydroxypyrimidin-5-yl)acetate
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CAS No. 6214-46-6
- Cat. No. CS-W022646
- Purity≥97%
- MDL No.MFCD11656636
*For research and further manufacturing use only, not for direct human use.
Structure of 6214-46-6
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General Information
- CAS No. 6214-46-6
- Cat. No. CS-W022646
- Purity ≥97%
- MDL No. MFCD11656636
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₁₀N₂O₃
- Molecular Weight 182.18
- Synonym(s) ETHYL2-(4-HYDROXYPYRIMIDIN-5-YL)ACETATE
- SMILES CCOC(=O)CC1=C(O)N=CN=C1
Description
Ethyl 2-(4-hydroxypyrimidin-5-yl)acetate features a pyrimidine core functionalized with a hydroxyl group and an acetyl ester side chain, enabling direct incorporation into heterocyclic synthesis. This bench-stable intermediate supports efficient derivatization in medicinal chemistry workflows, particularly for nucleoside analogs and kinase inhibitors.
Application
Ethyl 2-(4-hydroxypyrimidin-5-yl)acetate serves as a versatile building block for pyrimidine-based heterocycles, enabling straightforward functionalization at the C5 position. The pendant hydroxyl group facilitates derivatization via esterification or ether formation, while the ethyl acrylate moiety supports palladium-catalyzed cross-coupling reactions. Bench-stable and readily purified by column chromatography, it functions effectively in multi-step synthesis of kinase inhibitors and other medicinal chemistry scaffolds.
Synthesis
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Route1
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29571-39-9 - ~39%
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In-stock
6214-46-6
References
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CANCER THERAPEUTICS CRC PTY LTD; DEVLIN, Mark Graeme; STREET, Ian Philip; TONG, Warwick Bonner Patent: WO2014/27199 A1, 2014 ; Location in patent: Page/Page column 133 ;
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Route2
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In-stock
123-25-1 - ~%
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In-stock
6214-46-6
References
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WO2012/110773 A1, ; WO 2012/110773 A1
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Route3
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In-stock
5472-38-8 - ~%
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In-stock
6214-46-6
References
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WO2012/110773 A1, ; WO 2012/110773 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 72.31
- LogP 0.2878
- H_Acceptors 5
- H_Donors 1
- Rotatable_Bonds 3
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Key Words
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