Pyridine, 5-fluoro-2-methoxy- (9CI)
5-Fluoro-2-methoxypyridine
CAS: 51173-04-7
Molecular Formula: C6H6FNO
Pyridine, 5-fluoro-2-methoxy- (9CI) - Names and Identifiers
| Name | 5-Fluoro-2-methoxypyridine |
| Synonyms | 5-fluo-2-methoxypyridine 3-methoxy-5-fluoropyridine 5-Fluoro-2-methoxypyridine 5-FLUORO-2-METHOXYPYRIDINE 2-METHOXY-5-FLUOROPYRIDINE 3-Fluoro-6-methoxypyridine, 97 Pyridine, 5-fluoro-2-methoxy- (9CI) 5-bromo-3-(dibromomethyl)-2-methoxypyridine |
| CAS | 51173-04-7 |
| InChI | InChI=1/C6H6FNO/c1-9-6-3-2-5(7)4-8-6/h2-4H,1H3 |
Pyridine, 5-fluoro-2-methoxy- (9CI) - Physico-chemical Properties
| Molecular Formula | C6H6FNO |
| Molar Mass | 127.12 |
| Density | 1.146±0.06 g/cm3(Predicted) |
| Melting Point | 234-236℃ |
| Boling Point | 144.8±20.0 °C(Predicted) |
| Flash Point | 41.4°C |
| Vapor Presure | 6.31mmHg at 25°C |
| pKa | 0.98±0.10(Predicted) |
| Storage Condition | Inert atmosphere,Store in freezer, under -20°C |
| Refractive Index | 1.471 |
| MDL | MFCD03095252 |
Pyridine, 5-fluoro-2-methoxy- (9CI) - Risk and Safety
| Hazard Class | IRRITANT |
Pyridine, 5-fluoro-2-methoxy- (9CI) - Reference Information
| Uses | 2-methoxy-5-fluoropyridine can be used to prepare 2-methoxy-3-bromo-5-fluoropyridine, which is an important pharmaceutical intermediate and an important segment for the LOXO-195 of second-generation TRK inhibitors. At present, the research and development of new drugs for this target at home and abroad is in a rapid development stage, and there is a large demand for this intermediate in the future. |
| preparation method | 2-chloro -5-nitropyridine is added into the reaction bottle, 5 times the volume of methanol is added, 2.0 molar equivalent of sodium hydride is added in batches under stirring, the addition is completed, the temperature is raised to 60 ℃, the temperature is kept for stirring for 3 hours, the TLC is used to detect the disappearance of 2-chloro -5-nitropyridine, the temperature is reduced, the temperature is stirred, and the filtration is carried out, drying and drying at 50 ℃ to obtain white-like solid intermediate 1 with 87% molar yield. add intermediate 1 into the reaction flask, add 5 times the volume of methanol, add 5% mass ratio of palladium and carbon, replace with nitrogen for 3 times, connect hydrogen, raise the temperature to 60 ℃, keep the temperature and stir for 4 hours, TLC detects that intermediate 1 disappears, stir and cool, filter, spin-dry the filtrate to obtain light yellow solid intermediate 2, blast and dry at 50 ℃, and the molar yield is 81%. add intermediate 2 into the reaction bottle, add 5 times the volume mass fraction of 18% hydrochloric acid, cool to 0 ℃, add 1.5 molar multiples of sodium nitrate, add dropwise, heat preservation reaction for 1h, then rise to room temperature and stir for 2h, then add 1.5 molar multiples of tetrafluoroboric acid into the reaction solution, raise the temperature to 40 ℃ and stir for 2h,TLC detects the disappearance of intermediate 2, stirring cooling, ethyl acetate extraction, organic phase drying, filtrate spin drying to obtain intermediate 3 oil, 50 ℃ air drying, molar yield 61%. |
Last Update：2024-04-09 15:16:50
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