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| | 3-Fluoro-4-nitrobenzoic acid Basic information |
| | 3-Fluoro-4-nitrobenzoic acid Chemical Properties |
| Melting point | 174-175°C | | Boiling point | 372.8±27.0 °C(Predicted) | | density | 1.568±0.06 g/cm3(Predicted) | | storage temp. | Sealed in dry,Room Temperature | | solubility | soluble in Methanol | | form | powder to crystal | | pka | 3.08±0.10(Predicted) | | color | White to Light yellow to Green | | InChI | InChI=1S/C7H4FNO4/c8-5-3-4(7(10)11)1-2-6(5)9(12)13/h1-3H,(H,10,11) | | InChIKey | WVZBIQSKLXJFNX-UHFFFAOYSA-N | | SMILES | C(O)(=O)C1=CC=C([N+]([O-])=O)C(F)=C1 | | CAS DataBase Reference | 403-21-4(CAS DataBase Reference) |
| | 3-Fluoro-4-nitrobenzoic acid Usage And Synthesis |
| Uses | 3-Fluoro-4-nitrobenzoic Acid is used in the synthesis of ABT-072, a non-nucleoside HCV NS5B polymerase inhibitor. | | Synthesis | To a solution of 3-fluoro-4-nitrobenzyl alcohol (2.97 g) in acetone (60 ml) was added Jones reagent (13 ml), prepared from chromic acid (26.7 g) and sulfuric acid (23 ml) in water (100 ml), dropwise at 0°C. The mixture was stirred on a ice-bath for 0.5 h and quenched with isopropanol (20 ml) to be concentrated in vacuo. The residue was dissolved in ethyl acetate (30 ml) and washed with water (30 ml X 3), and brine (30 ml X 1), successively. The organic layer was dried over sodium sulfate and concentrated in vacuo to obtain a yellow solid, that was triturated with hexane. 3-fluoro-4-nitrobenzoic acid as a pale yellow solid (2.94 g, 92%).
 | | References | [1] Patent: WO2009/130481, 2009, A1. Location in patent: Page/Page column 145
[2] Journal of Medicinal Chemistry, 2005, vol. 48, # 6, p. 1729 - 1744
[3] Patent: EP1820799, 2007, A1
[4] Patent: WO2006/51851, 2006, A1. Location in patent: Page/Page column 60-61
[5] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 5, p. 1386 - 1391 |
| | 3-Fluoro-4-nitrobenzoic acid Preparation Products And Raw materials |
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