Identification | Back Directory | [Name]
Pyridine, 2-fluoro-3-methoxy- (9CI) | [CAS]
163234-74-0 | [Synonyms]
2-Fluoro-3-methoxypyridine Pyridine,2-fluoro-3-Methoxy- Pyridine, 2-fluoro-3-methoxy- (9CI) | [Molecular Formula]
C6H6FNO | [MDL Number]
MFCD09834126 | [MOL File]
163234-74-0.mol | [Molecular Weight]
127.12 |
Chemical Properties | Back Directory | [Boiling point ]
190.8±20.0 °C(Predicted) | [density ]
1.146±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [form ]
liquid | [pka]
0.22±0.10(Predicted) | [color ]
Colourless |
Hazard Information | Back Directory | [Synthesis]
Synthesis of 2-fluoro-3-methoxypyridine (3): 2-fluoropyridin-3-ol (10 mmol), iodomethane (20 mmol) and potassium carbonate (20 mmol) were mixed in 100 mL of acetone and the reaction was carried out at reflux overnight. Upon completion of the reaction, the inorganic salts were removed by filtration and the solvent was removed by rotary evaporation. The crude product was purified by column chromatography (eluent ratio ethyl acetate:hexane = 1:5) to give a colorless liquid product [19] in 95% yield. The product characterization data were as follows: 1H NMR (CDCl3) δ 7.74-7.75 (m, 1H, C6-H), 7.26-7.31 (m, 1H, C4-H), 7.11-7.15 (m, 1H, C5-H), 3.91 (s, 3H, OMe); 19F NMR (CDCl3) δ 90.15 (s); ESI-MS: 128 (M + 1)+. | [References]
[1] Patent: EP3333163, 2018, A1. Location in patent: Paragraph 11407; 1408 [2] Patent: WO2009/103950, 2009, A1. Location in patent: Page/Page column 15; 16 [3] Journal of Medicinal Chemistry, 2012, vol. 55, # 5, p. 2185 - 2195 [4] Journal of Fluorine Chemistry, 2015, vol. 173, p. 29 - 34 [5] Patent: WO2016/89722, 2016, A1. Location in patent: Page/Page column 34 |
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