10 Sep 2021 News Introduction of a new synthetic route about 118399-86-3

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 118399-86-3, 6-Bromo-2-methylpyridin-3-ol.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 118399-86-3, name is 6-Bromo-2-methylpyridin-3-ol. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 118399-86-3

To a solution of (lR,3s,5S)-tert-butyl 3-((ls,4S)-4-hydroxycyclohexyloxy)-8- azabicyclo[3.2.1]octane-8-carboxylate (500 mg, 1.536 mmol), 6-bromo-2-methylpyridin-3-ol (0.347 g, 1.844 mmol), and triphenylphosphine (0.484 g, 1.844 mmol) in THF (5 mL) at room temperature under nitrogen was added triethylamine (0.257 mL, 1.844 mmol), followed by dropwise addition of diisopropyl diazene-l,2-dicarboxylate (0.364 mL, 1.844 mmol). After 18 h stirring at room temperature, the mixture was concentrated in vacuo and purified by preparative HPLC. Pure fractions were combined, neutralized with saturated sodium bicarbonate (aq), and evaporated MeCN to form a solid. The solid was collected by vacuum filtration, washed with water, and dried under reduced pressure to give the title compound (175.1 mg, 0.353 mmol, 23.0%) as a white solid. Exact mass calculated for C24H35BrN204: 494.2, found: LCMS m/z = 495.6 [M+H]+; lU NMR (400 MHz, CDC13) delta ppm 1.37-1.45 (m, 2H), 1.47 (s, 9H), 1.50-1.71 (m, 6H), 1.84-1.99 (m, 6H), 2.00-2.11 (m, 2H), 2.42 (s, 3H), 3.44-3.55 (m, 1H), 3.76-3.88 (m, 1H), 4.12-4.35 (m, 3H), 6.97 (d, = 8.6 Hz, 1H), 7.21 (d, = 8.6 Hz, 1H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 118399-86-3, 6-Bromo-2-methylpyridin-3-ol.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; JONES, Robert M.; BUZARD, Daniel J.; HAN, Sangdon; KIM, Sun Hee; LEHMANN, Juerg; ZHU, Xiuwen; WO2013/55910; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Some tips on 6-Bromo-2-methylpyridin-3-ol

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.

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;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem