Synthetic Route of 500912-18-5, A common heterocyclic compound, 500912-18-5, name is 2-(2-Fluoro-6-methoxyphenyl)acetonitrile, molecular formula is C9H8FNO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
First, sodium bis(trimethylsilyl) amide (1.0 M tetrahydrofuran solution) (1.6 mL) was added dropwise to a solution of 2-(2-fluoro-6-methoxyphenyl)acetonitrile (86 mg) in tetrahydrofuran (2.4 mL) under ice cooling, and the mixture was stirred at the same temperature for 30 minutes. N-benzyl-bis(2-chloroethyl)amine hydrochloride (140 mg) was added to the resultant solution, followed by reflux for 2 hours. Water was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was washed with saturated brine and then was dried with anhydrous magnesium sulfate. the solvent was removed by evaporation under reduced pressure. The obtained residue was purified by silica gel column chromatography (diethylether/n-hexane = 50/50) to obtain 1-benzyl-4-(2-fluoro-6-methoxyphenyl)piperidine-4-carbonitr ile (132 mg). 1H-NMR (400MHz, CDCl3) delta: 2.28-2.37(m,2H),2.43-2.50(m,2H),2.50-2.59(m,2H),2.89-2.98(m ,2H),3.58(s,2H),3.91(s,3H),6.67(ddd,J=12.9,8.4,1.2Hz,1H),6. 74(d,J=8.3Hz,1H),7.21-7.29(m,3H),7.29-7.36(m,4H).
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; RIKEN; Japanese Foundation For Cancer Research; YOSHIDA, Minoru; SEIMIYA, Hiroyuki; OKUE, Masayuki; YASHIRODA, Yoko; SHIRAI, Fumiyuki; TSUMURA, Takeshi; KANO, Yuko; WASHIZUKA, Kenichi; YOSHIMOTO, Nobuko; KOUDA, Yasuko; FUKAMI, Takehiro; CHIKADA, Tsubasa; WATANABE, Takashi; (261 pag.)EP3480198; (2019); A1;,
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