With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.2369-19-9, name is 2-Fluoro-5-methylpyridine, molecular formula is C6H6FN, molecular weight is 111.1169, as common compound, the synthetic route is as follows.category: pyridine-derivatives
Diisopropylamine (910.7 mg, 1.261 mL, 9.000 mmol) was dissolved in dry TetaF(20mL) and cooled to -78 0C, n-Buli (3.600 mL of 2.5 M, 9.000 mmol) was added slowly dropwise and the resultant mixture was then allowed to warm to -20 0C over 40min before being cooled back down to -78 0C.[ 00363 ] A solution of 2-fluoro-5-methyl-pyridine (1.0 g, 9.000 mmol) in dry THF(1OmL) was added dropwise and the solution was stirred at this temp for 2 hours. A solution of iodine (2.284 g, 463.3 muL, 9.000 mmol) in THF (1OmL) was then added and the resultant mixture stirred for a further 1 hour at this temp before being quenched with water. The resulting mixture was partitioned between sodium thiosulfate solution and Et2theta, organics separated and washed further with saturated NaCl. The combined organics were dried over Na2SO4, filtered and concentrated under reduced pressure to give a colourless oil. The resulting mixture was purified by column chromatography (30% EtOAc in hexanes, ~200mL silica) to give a colourless foam (1.409g, 66% Yield). 1 H NMR (400.0 MHz, DMSO) d 1 .42 (s, 1 H) and 7.07 – 7.12 (s, 2H) ppm
At the same time, in my other blogs, there are other synthetic methods of this type of compound,2369-19-9, 2-Fluoro-5-methylpyridine, and friends who are interested can also refer to it.
Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2009/73300; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem