Application of 1535-75-7, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 1535-75-7 as follows.
A solution of 2.09 g of 2-trifluoromethoxyaniline and 3.15 g of 1-(2-chloroethyl)-4-(2-methoxyphenyl)-piperazine in 20 ml of n-butanol was stirred at 100C for 2 hours. The mixture was then cooled, diluted with water, alkalinised with 2N sodium hydroxide and extracted with chloroform. The organic phase was dried on anhydrous sodium sulphate, evaporated until dry and the crude purified via flash chromatography (ethyl acetate : petroleum ether 3:7) and subsequently crystallised from ethanol giving 0.55 g (12%) of 1-[N-(2-trifluoromethoxyphenyl)-2-aminoethyl]-4-(2-methoxyphenyl)-piperazine. Melting point: 69.5-71C.1H-NMR (CDCl3, delta): 8.02-7.85 (br, 1H, NH), 7.43-7.27 (m, 2H, aniline CHs), 7.03-6.80 (m, 4H, methoxyphenyl ring CHs), 6.72 (dd, 1H, aniline CH), 6.57 (t, 1H, aniline CH), 3.86 (s, 3H, OCH3), 3.43-3.23 (m, 2H, NHCH2CH2), 3.23-3.03 (m, 4H, piperazine protons), 2.85-2.60 (m, 6H, piperazine protons and NHCH2CH2). The title compound was prepared following the procedure described in Example I, second step, except that 1-[N-(2-trifluoromethoxyphenyl)-2-aminoethyl]-4-(2-methoxyphenyl)-piperazine, prepared as described above, was used in place of 1-[N-(2-nitrophenyl)-2-aminoethyl]4-(2-methoxyphenyl)-piperazine and that 4-dimethylaminopyridine was used in place of triethylamine, the mixture being heated for 1.5 h at reflux. The crude material was purified via flash chromatography (ethyl acetate : petroleum ether 4:6). Yield: 44%.1H-NMR (CDCl3, delta): 7.48-7.25 (m, 4H, trifluoromethoxyaniline ring CHs), 7.02-6.81 (m, 4H, methoxyphenyl ring CHs), 4.40-4.20 (m, 1H, C(O)NCH(H)CH2), 3.84 (s, 3H, OCH3), 3.36-3.18 (m, 1H, C(O)NCH(H)CH2), 3.10-2.90 (m, 4H, piperazine protons), 2.75-2.45 (m, 6H, piperazine protons and C(O)NCH2CH2), and 2.03-1.80 (m, 1H, CHC(O)), 1.75-0.80 (m, 10H, cyclohexyl protons).
According to the analysis of related databases, 1535-75-7, the application of this compound in the production field has become more and more popular.
Reference:
Patent; RECORDATI S.A.; RECORDATI INDUSTRIA CHIMICA E FARMACEUTICA S.p.a.; EP1000047; (2003); B1;,
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