Synthetic Route of 67310-56-9, Adding some certain compound to certain chemical reactions, such as: 67310-56-9, name is 1-(5-Hydroxypyridin-2-yl)ethanone,molecular formula is C7H7NO2, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 67310-56-9.
A 2.5 mL microwave vial was charged with Example 28A (35 mg, 1 equivalent, 0.096 mmol), K2CO3(27mg, 0.19 mmol), l-(5-hydroxypyridin-2-yl)ethanone (27 mg, 0.19 mmol) and potassium iodide (1,2 mg, 0.07 equivalent, 0.05 mmol). To this mixture was added acetone (1.5 mL). The resulting mixture was heated in a Biotage Initiator microwave for 45 minutes at 140 C (0-450 W). Upon completion, the mixture was then filtered, and the filtrate was concentrated to dryness. The residue was dissolved in 1 : 1 dimethyl sulfoxide/methanol and purified by preparative reverse phase HPLC on a Phenomenex Luna C8(2) 5 mupiiota 100 A AXIA column (30 mm x 150mm). A gradient of acetonitrile (A) and 0.1% trifluoroacetic acid in water (B) was used, at a flow rate of 50 mL/minute (0-0.5 minutes 5% A, 0.5-8.5 minutes linear gradient 5- 100% A, 8.7-10.7 minutes 100% A, 10.7 -11.0 minutes linear gradient 100-5% A) to afford the title compound.JH NMR (400 MHz, DMSO- ) delta ppm 8.39 (d, / = 2.9 Hz, 1H), 7.96 (d, / = 8.8 Hz, 1H), 7.53 – 7.45 (m, 2H), 7.05 (dd, / = 11.3, 2.9 Hz, 1H), 6.85 (ddd, / = 9.0, 2.8, 1.2 Hz, 1H), 4.64 (s, 2H), 4.46 (s, 2H), 2.58 (s, 3H), 2.28 (s, 6H). MS (APCI) m/z 462.3 (M+H)+.
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Reference:
Patent; CALICO LIFE SCIENCES LLC; ABBVIE INC.; MARTIN, Kathleen, Ann; SIDRAUSKI, Carmela; PLIUSHCHEV, Marina, A.; FROST, Jennifer, M.; TONG, Yunsong; BLACK, Lawrence, A.; XU, Xiangdong; SHI, Lei; ZHANG, Qingwei, I.; CHUNG, Seungwon; XIONG, Zhaoming; SWEIS, Ramzi, Farah; DART, Michael, J.; BROWN, Brian, S.; MURAUSKI, Kathleen; (673 pag.)WO2019/90069; (2019); A1;,
Pyridine – Wikipedia,
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