With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.109384-27-2,1-Methylpiperazin-2-one hydrochloride,as a common compound, the synthetic route is as follows.
To a solution of 4-(3-(4-cyanophenyl)imidazo[l ,2-b]pyridazin-6-yl)benzoic acid (50 mg, 0.147 mmol) in DMF (0.74 mL) were added HATU (84 mg, 0.221 mmol), N-methyl morpholine (65 mu, 0.588 mmol) and l-methyl-2-oxopiperazine hydrochloride (27 mg, 0.177 mmol). The reaction mixture was stirred at room temperature under inert atmosphere for 18 h, then was diluted with water (15 mL) and extracted with EtOAc (3×30 mL). The combined organic layer was dried over Na2S04, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, eluent CHCl3/MeOH 92:8), followed by preparative HPLC (CI 8, eluent ACN, water, formic acid 0.1%) to afford 4-(6-(4- (4-methyl-3 -oxopiperazine- 1 -carbonyl)phenyl)imidazo[ 1 ,2-b]pyridazin-3 -yl)benzonitrile (16 mg, 24%, AUC HPLC 99%) as a yellow solid. 1H NMR (400 MHz, DMSO-i delta 8.52-8.47 (m, 3H), 8.39 (d, J= 9.6 Hz, 1H), 8.23 (d, J= 8.4 Hz, 2H), 8.04-7.97 (m, 3H), 7.67 (d, J = 8.4 Hz, 2H), 4.25-3.95 (m, 2H), 3.95-3.75 (m, lH), 3.75-3.55 (m, 1H), 3.50-3.20 (m, 2H), 2.88 (s, 3H); MS (ESI) m/z 437 [C25H2oN602 + H] +.
109384-27-2, As the paragraph descriping shows that 109384-27-2 is playing an increasingly important role.
Reference:
Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; NACRO, Kassoum; DURAISWAMY, Athisayamani, Jeyaraj; CHENNAMANENI, Lohitha, Rao; WO2013/147711; (2013); A1;,
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