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| | 5-Fluoro-2-nitropyridine Basic information |
| | 5-Fluoro-2-nitropyridine Chemical Properties |
| Boiling point | 245.0±20.0 °C(Predicted) | | density | 1.439±0.06 g/cm3(Predicted) | | storage temp. | Inert atmosphere,Room Temperature | | pka | -5.01±0.22(Predicted) | | form | solid | | color | Light yellow to yellow | | InChI | InChI=1S/C5H3FN2O2/c6-4-1-2-5(7-3-4)8(9)10/h1-3H | | InChIKey | CGFYNRVHPARGFY-UHFFFAOYSA-N | | SMILES | C1([N+]([O-])=O)=NC=C(F)C=C1 |
| Hazard Codes | Xn | | Risk Statements | 22 | | HS Code | 2933399990 |
| | 5-Fluoro-2-nitropyridine Usage And Synthesis |
| Uses | 5-Fluoro-2-nitropyridine is mainly used as a pharmaceutical intermediate. It can be used to prepare substituted heterocyclic compounds with cell proliferation inhibitory activity. | | Synthesis | General procedure for the synthesis of 5-fluoro-2-nitropyridine from 2-amino-5-fluoropyridine: 2-amino-5-fluoropyridine (6.0 g, 53.51 mmol, 1.0 eq.) was dissolved in concentrated H2SO4 (60 ml) and cooled to 0 °C (solution A). In another flask, hydrogen peroxide (13 ml) was slowly added to concentrated sulfuric acid at 0°C (Solution B). Solution A was added dropwise to solution B at 0°C. The reaction mixture was stirred at room temperature for 16 hours. After completion of the reaction, the mixture was poured into ice-cold water and the product was extracted with EtOAc. The organic layers were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give pure 5-fluoro-2-nitropyridine (3.0 g, 39.45% yield). Mass spectrum (electrospray ionization): m/z 142.09 [M + H]+. | | References | [1] Patent: US2004/209886, 2004, A1
[2] Journal of Medicinal Chemistry, 2007, vol. 50, # 15, p. 3627 - 3644
[3] Patent: WO2015/131080, 2015, A1. Location in patent: Paragraph 001083; 001084
[4] Patent: US2010/160340, 2010, A1. Location in patent: Page/Page column 7
[5] Patent: WO2012/97682, 2012, A1. Location in patent: Page/Page column 158 |
| | 5-Fluoro-2-nitropyridine Preparation Products And Raw materials |
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