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.118399-86-3, name is 6-Bromo-2-methylpyridin-3-ol, molecular formula is C6H6BrNO, molecular weight is 188.0219, as common compound, the synthetic route is as follows.Product Details of 118399-86-3
To a 50 mL round bottom flask equipped with a stir bar was added 6-bromo-2- methylpyridin-3 -l (250 mg, 1.330 mmol), 2-(4-fluorophenyl)ethan- 1-01(186 mg, 1.330 mmol), triphenylphosphine (418 mg, 1.596 mmol) and THF (10 mL). To the stirred solutionwas added DIAD (0.310 mL, 1.596 mmol). The solution warmed to a mild reflux, then cooled within 5 minutes. The solution was stirred at r.t. for 2 hrs. The reaction solution was concentrated in vacuo and the resulting oil was diluted with a mm of acetone, then concentrated onto Celite in vacuo. The resulting powder was subjected to silica gel chromatography(40 g column, 5-40% EtOAc:Hex) to afford the product 6-bromo-3-(4-fluorophenethoxy)-2-methylpyridine (386 mg, 1.244 mmol, 94 % yield) as a white solid.?H NMR (500 MI-Tz, chloroform-d) 7.29 – 7.21 (m, 3H), 7.03 (t, J=8.7 Hz, 2H), 6.95 (d, J=8.5 Hz, 1H), 4.14 (t, J=6.6 Hz, 2H), 3.11 (t, J=6.5 Hz, 2H), 2.42 (s, 3H). ESI-MS(+) m/z = 309.9 (M+1).
At the same time, in my other blogs, there are other synthetic methods of this type of compound,118399-86-3, 6-Bromo-2-methylpyridin-3-ol, and friends who are interested can also refer to it.
Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; BELEMA, Makonen; BOWSHER, Michael S.; DESKUS, Jeffrey A; EASTMAN, Kyle J.; GILLIS, Eric P; FRENNESSON, David B; IWUAGWU, Christiana; KADOW, John F.; NAIDU, B. Narasimhulu; PARCELLA, Kyle E.; PEESE, Kevin M; SAULNIER, Mark G; SIVAPRAKASAM, Prasanna; (463 pag.)WO2018/127800; (2018); A1;,
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