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