13/9/2021 News A new synthetic route of 2077-19-2

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2077-19-2, 2-(4-Bromophenyl)propan-2-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.2077-19-2, name is 2-(4-Bromophenyl)propan-2-ol, molecular formula is C9H11BrO, molecular weight is 215.09, as common compound, the synthetic route is as follows.category: alcohols-buliding-blocks

[0001250] A mixture of 2-(4-bromophenyl)propan-2-ol (49 mg, 0.23 mmol), Compound 296B (110 mg, 0.23 mmol), [1 J’-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (8.4 mg, 10 muiotaetaomicron), potassium carbonate (49 mg, 0.46 mmol), water (1 mL), and 1,4-dioxane (5 mL) was heated under nitrogen atmosphere at 100 C for 2 h. After cooling, water (5 mL) was added, and the mixture was extracted with ethyl acetate (10 mL x 3). The combined organic layers were washed with brine (5 mL). The combined organic layers were dried over anhydrous sodium sulfate, filtered, and concentrated to afford the crude product as a black oil. The oil was purified with prep-HPLC. The solution was adjusted to pH = 8.0 with sodium bicarbonate solution, extracted with ethyl acetate (50 mL x 2), dried over anhydrous sodium sulfate, filtered, and concentrated to furnish Compound 358. LC-MS (ESI) m/z: 577 [M+H]+; 1H-NMR (CDCI3, 400 MHz): delta (ppm) 0.76-0.88 (m, 4H), 1.23-1.30 (m, 1H), 1.63 (s, 6H), 1.83-1.88 (m, 4H), 2.01 (s, 1H), 2.73-2.81 (m, 5H), 2.97-3.03 (m, 2H), 3.74-3.79 (m, 1H), 4.33 (d, J= 4.4 Hz, 1H), 5.11 (d, J= 2.4 Hz, 1H), 7.21-7.28 (m, 1H), 7.35-7.51 (m, 3H), 7.57-7.63 (m, 4H), 7.68 (d, J= 7.2 Hz, 2H), 8.26 (d, J= 8.8 Hz, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2077-19-2, 2-(4-Bromophenyl)propan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHU, Daniel; BRIDGES, Alexander, James; WO2015/42397; (2015); A1;,
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