With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.148546-99-0,3-(4-Methylpiperazin-1-yl)aniline,as a common compound, the synthetic route is as follows.
Palladium acetate [Pd (OAc) 2] (10 mg, 0.022 mmol, 10%), (~)-BINAP (14 mg, 0.022 mmol, 10%) and dimethylformamide (4 mL) were charged in a round-bottom flask flushed with argon. The mixture was stirred under argon for 30 minutes. Then, 3- (4- METHYLPIPERAZIN-L-YL) phenylamine (84 mg, 0.44 mmol), 8-IODO-1-METHYL-N-[(LS)-2- morpholin-4-yl-1-phenylethyl]-4, 5-dihydro-1H-pyrazolo [4, 3-h]quinazoline-3- carboxamide (120 mg, 0.22 mmol), potassium carbonate (670 mg, 4.85 mmol) and dimethylformamide (1. 5 mL) were added. The resulting mixture was heated at 80C in an oil bath under argon with good stirring for 1.5 hours. After cooling to room temperature, the reaction mixture was poured into water and extracted with dichloromethane. The organic extracts were washed with brine and dried over NA2S04. The solvent was removed under vacuo, the crude was purified by flash chromatography on silica gel (eluant: dichloromethane/methanol 95: 5) to afford 40 mg (30% yield) of the title compound. IH NMR (400 MHz, DMSO-d6) 8 ppm 2.27 (s, 3 H) 2.52 (m, 8 H) 2.80 (t, 2 H) 2.94 (m, 4 H) 3. 13 (m, 4H) 3. 56 (m, 4H) 4. 39 (s, 3H) 5.16 (m, 1 H) 6. 59 (M, 1 H) 7. 14 (m, 1 H) 7.24 (m, 2 H) 7.33 (m, 2 H) 7.42 (m, 2 H) 8.39 (m, 2 H) 9.33 (s, 1 H)., 148546-99-0
As the paragraph descriping shows that 148546-99-0 is playing an increasingly important role.
Reference£º
Patent; PHARMACIA ITALIA S.P.A.; WO2004/104007; (2004); A1;,
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