Analyzing the synthesis route of 694499-26-8

As the paragraph descriping shows that 694499-26-8 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.694499-26-8,4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline,as a common compound, the synthetic route is as follows.

694499-26-8, j00607j A solution of 3-Iodo4-rnethylbenzoyl chloride (6.98 g, 20.0 rnrnol), prepared from the reaction of 3.-iodoAme(hylbenzoic acid and oxalyl chloride, was charged to a solution of 4-((4-niethylpiperazin- I -yl) rnethyl)-3 -(trifluoromethyl) aniline (6.80 g, 20.0 mmol), N, N-diisopropylettyiamine (3.86 g, 29,0 rnmol), and a catalytic amount of DMAP in THF (75 rnL).The reaction mixture was stirred at room temperature for 4 h, then diluted with water (20 rnL) and extracted with EtOAc (3 X 50 rnL). The combined organic layers were dried over anhydrous Na2504, filtered and concentrated in vacuo resulting in a crude compound which purified by chromatography on silica gel, eluting with 5% methanol in DCM and niethano] presaturated with ammonia gas to give 9.6 g, 74% yield of the title compound as an offwhite solid. ?H NMR (400 MHz, CDC13): oe = 8.28 (d, J= 1.9 Hz, 1H), 7.70 – 7.89 (m, 5H), 7.34 (d, J= 7.9 Hz, 1H), 3.63 (d, J= 1.8 Hz, 2H), 2.49 (s, 3H), 2.41(m, 8H) 2.29 (s, 3H). MS (ES): m/z= 518.22 [M+H] LCMS: tR = 2.33 mm.

As the paragraph descriping shows that 694499-26-8 is playing an increasingly important role.

Reference£º
Patent; COFERON, INC.; FOREMAN, Kenneth, W.; JIN, Meizhong; WANNER, Jutta; WERNER, Douglas, S.; WO2015/106292; (2015); A1;,
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