3-(3-Cyano-phenyl)-3-oxo-propionic acid ethyl ester manufacturers
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| | 3-(3-Cyano-phenyl)-3-oxo-propionic acid ethyl ester Basic information |
| Product Name: | 3-(3-Cyano-phenyl)-3-oxo-propionic acid ethyl ester | | Synonyms: | ETHYL 3-(3-CYANOPHENYL)-3-OXOPROPANOATE;3-(3-Cyanophenyl)-3-oxopropanoic acid ethyl ester;Ethyl (m-cyanobenzoyl)acetate;3-Cyano-b-oxo-benzenepropanoic acid ethyl ester;Ethyl 3-(3-Cyanophenyl)-3-oxopropionate;Benzenepropanoic acid, 3-cyano-β-oxo-, ethyl ester;3-(3-Cyano-phenyl)-3-oxo-propionic acid ethyl ester | | CAS: | 62088-13-5 | | MF: | C12H11NO3 | | MW: | 217.22 | | EINECS: | | | Product Categories: | | | Mol File: | 62088-13-5.mol |  |
| | 3-(3-Cyano-phenyl)-3-oxo-propionic acid ethyl ester Chemical Properties |
| Boiling point | 338.0±22.0 °C(Predicted) | | density | 1.19 | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | pka | 9.57±0.46(Predicted) | | Appearance | White to yellow Solid |
| | 3-(3-Cyano-phenyl)-3-oxo-propionic acid ethyl ester Usage And Synthesis |
| Uses | Ethyl 3-(3-cyanophenyl)-3-oxopropanoate is used in the synthetic preparation of benzamidine factor Xa inhibitors containing a vicinally-substituted heterocyclic core towards the discovery of novel antithrombotic agents. | | Synthesis | Part A. Preparation of ethyl 3-(3-cyanophenyl)-3-oxopropanoate. To a hexane-washed suspension of sodium hydride (1.2 g, 60% mineral oil suspension, 30.3 mmol) in 40 mL of tetrahydrofuran, diethyl carbonate (3.7 mL, 30.3 mmol) and 3-acetylbenzonitrile (2.2 g, 15.2 mmol) were added sequentially. The resulting suspension was stirred at 65 °C for 1 h and then cooled to room temperature. 40 mL of 10% HCl aqueous solution was added and the reaction mixture was diluted with ethyl acetate and layered. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to afford 3.2 g (96% yield) of ethyl 3-(4-cyanophenyl)-oxopropanoate, which was pure enough to be used directly in subsequent reactions without further purification. Mass spectrum (NH3-Cl) m/z: 218.3 ([M+H]+). | | References | [1] Journal of Medicinal Chemistry, 2006, vol. 49, # 6, p. 1910 - 1915
[2] Bioorganic and Medicinal Chemistry Letters, 2001, vol. 11, # 5, p. 641 - 645
[3] Patent: WO2011/46774, 2011, A1. Location in patent: Page/Page column 16
[4] Patent: EP946528, 2003, B1
[5] Patent: US6187797, 2001, B1 |
| | 3-(3-Cyano-phenyl)-3-oxo-propionic acid ethyl ester Preparation Products And Raw materials |
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