A new synthetic route of 6214-45-5

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6214-45-5, (4-Butoxyphenyl)methanol, 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.6214-45-5, name is (4-Butoxyphenyl)methanol, molecular formula is C11H16O2, molecular weight is 180.24, as common compound, the synthetic route is as follows.HPLC of Formula: C11H16O2

(4-butoxyphenyl)methanol (0.48 mmol, 91.3 mg) was dissolved in tetrahydrofuran (2.0 ml) and NaH (0.96 mmol, 60 %, 38.4 mg) was added in one portion. After gas evolution ceased the suspension was added to a solution of 4-nitrophenyl N-[(2,4- difluorophenyl)methyl]-N-(l-methylpiperidin-4-yl)carbamate (130 mg, 0.32 mmol) dissolved in tetrahydrofuran (2.0 ml). The mixture was stirred for 4 hours, the mixture was partitioned between diethyl ether and 0.2 M NaOH, the organic phase was collected, dried, and the crude was purified by column chromatography using silicon dioxide gel, eluting with 10-25 % methanol in ethyl acetate to afford the title compound (86 mg, yield 60 %): NMR (400 MHz, Chloroform-^) delta 7.42 – 6.97 (m, 3H), 6.97 – 6.63 (m, 4H), 5.25 – 4.96 (m, 2H), 4.58 – 4.33 (m, 2H), 4.23 – 3.72 (m, 1H), 3.96 (t, 2H), 2.85 (d, 2H), 2.25 (s, 3H), 2.13 – 1.86 (m, 2H), 1.84 – 1.41 (m, 8H), 0.98 (t, 3H); LC-MS : 447.3 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6214-45-5, (4-Butoxyphenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; ACADIA PHARMACEUTICALS INC.; BURSTEIN, Ethan, S.; OLSSON, Roger; JANSSON, Karl, Erik; SKOeLD, Niklas, Patrik; WAHLSTROeM, Larisa, Yudina; BORGSTROeM, Bjoern, Gustav; VON WACHENFELDT, Henrik; BERGNER, Magnus Gustav, Wilhelm; (146 pag.)WO2019/40104; (2019); A2;,
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