With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.16154-72-6,3-Chloro-4-(4-methylpiperazin-1-yl)benzenamine,as a common compound, the synthetic route is as follows.
To a solution of 3.0 g (13.3 mmol) OF 4- (3-CHLORO-4-METHYLPIPERAZIN-1-YL) aniline and 2.22 mL (16.0 mmol) of triethylamine in 36 mL of dichloromethane, 6.0 g (15.3 mmol) of 1, 3-bis (TERT-BUTOXYCARBONYL)-2-TRIFLUOROMETHANESULFONYLGUANIDINE were added. The reaction mixture was stirred at room temperature for 72 hours. The solution was diluted with FURTHER dichloromethane, washed with water and the solvent dried over NA2S04 and evaporated in vacuo. The residue was purified by chromatography on a silica gel column (eluant dichloromethane/methanol 92/8) giving 5.4 g (86.2% yield) of a protected intermediate, that was treated with 60 mL OF 4 N HC1 in dioxane. The mixture was stirred at room temperature overnight. The solvent was removed under reduced pressure, the residue redissolved in water, the resulting solution neutralized and the product extracted with ethyl acetate. The solvent was removed under reduced pressure to give 2.4 g (78.7% yield) of the title compound. H NMR (400 MHz, DMSO-d6) 8 ppm 2.23 (s, 3 H) 2.48 (m, 4 H) 2.90 (m, 4 H) 5.38 (bs, 4 H) 6.72 (dd, J2. 44,8. 42 Hz, 1 H) 6.82 (d, J2. 44, 1 H) 7.01 (d, J8. 42 Hz, 1 H).
16154-72-6, As the paragraph descriping shows that 16154-72-6 is playing an increasingly important role.
Reference：
Patent; PHARMACIA ITALIA S.P.A.; WO2004/104007; (2004); A1;,
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