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. 67310-56-9, name is 1-(5-Hydroxypyridin-2-yl)ethanone. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 67310-56-9
Example 164 2-(4-chloro-3-fluorophenoxy)-iV-[3-(2-{ [6-(l-hydroxyethyl)pyridin-3- yl] oxy }acetamido)bicyclo [ 1.1.1] pentan- 1-yl] acetamide (Compound 263) A mixture of Example 28A (0.1 g, 0.235 mmol), 1 -(5 -hydroxy pyridin-2-yl)ethanone (0.065 g, 0.471 mmol), potassium carbonate (0.065 g, 0.471 mmol) and potassium iodide (2.73 mg, 0.016 mmol) in acetone (2.0 mL) was stirred at 140 C (0-450 W) in a Biotage Initiator microwave reactor for 45 minutes. The suspension was filtered, and the filtrate was concentrated. This residue and NaBH4 (0.089 g, 2.35 mmol) in methanol was stirred at ambient temperature overnight. The reaction mixture was concentrated, and the residue was purified by HPLC (10-85% acetonitrile in 0.1% trifluoroacetic acid/water at 25 rnL/minute on a Phenomenex Luna C18 5 muiotaeta 100 A AXIA column (250 mm chi 21.2 mm)) to give 59 mg of the title compound as a white solid. XH NMR (400 MHz, DMSO-c) delta ppm 8.74 (d, J = 26.6 Hz, 2H), 8.30 (d, J = 2.8 Hz, 1H), 7.81 – 7.60 (m, 2H), 7.47 (t, J = 8.9 Hz, 1H), 7.05 (dd, J = 11.4, 2.8 Hz, 1H), 6.83 (ddd, J = 9.0, 2.9, 1.2 Hz, 1H), 4.85 (q, J = 6.5 Hz, 1H), 4.61 (s, 2H), 4.46 (s, 2H), 2.25 (s, 6H), 1.37 (d, J = 6.5 Hz, 3H). MS (ESI+) m/z 464.0 (M+H)+.
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Reference:
Patent; CALICO LIFE SCIENCES; ABBVIE, INC.; SIDRAUSKI, Carmela; PLIUSHCHEV, Marina; FROST, Jennifer, M.; BLACK, Lawrence, A.; XU, Xiangdong; SWEIS, Ramzi, Farath; SHI, Lei; ZHANG, Qinwei, I.; TONG, Yunsong; HUTCHINS, Charles, W.; CHUNG, Seungwon; DART, Michael, J.; (445 pag.)WO2017/193034; (2017); A1;,
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