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.7589-27-7, name is 2-(4-Fluorophenyl)ethanol, molecular formula is C8H9FO, molecular weight is 140.16, as common compound, the synthetic route is as follows.Recommanded Product: 7589-27-7
To a 50 mL round bottom flask equipped with a stir bar was added 6-chloropyridazin-3-ol (250 mg, 1.9 15 mmol), 2-(4-fluorophenyl)ethanol (268 mg, 1.9 15 mmol), triphenylphosphine (603 mg, 2.298 mmol) and THF (10 mL). To the stirred solution was added DIAD (0.447 mL, 2.298 mmol). The solution had a mild exotherm, then cooled within 5 minutes. The solution was stirred at RT for 2 hrs. The reaction solution was concentrated in vacuo and purified via silica gel chromatography (40 gcolumn, 5-40percent EtOAc:Hex) to afford the semi pure product. The material was further purfied via reverse phase C18 chromatography (55 g column, 20-100percent CH3CN:Water with 0.1percent TFA buffer). The desired fractions were isolated, diluted with sat. sodium bicarbonate solution (25 mL) and EtOAc. The organic layer was washed with brine, collected, dried over MgSO4, and volatiles evaporated to afford the pure product 3-chloro-6-(4-fluorophenethoxy)pyridazine (450 mg, 1.781 mmol, 93 percent yield) as a white solid. 1H NMR (400 MHz, CDC13) 7.22 (dd, J=8.3, 5.4 Hz, 2H), 7.18 (d, J=9.8 Hz, 1H), 7.04 – 6.97 (m, 2H), 6.91 (d, J9.5 Hz, 1H), 4.37 -4.30 (m, 2H), 3.13 – 3.06 (m, 2H). LCMS (M+1) = 253.0.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,7589-27-7, 2-(4-Fluorophenyl)ethanol, 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;,
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