With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.892242-64-7,4-((3-(4-Cyclohexylpiperazin-1-yl)-6-oxo-6H-anthra[1,9-cd]isoxazol-5-yl)amino)benzoic acid,as a common compound, the synthetic route is as follows.,892242-64-7
Example 3 Preparation of sodium 4-((3-(4-cvciohexyipiperazin- I -yfl-6-oxo-6H-anthraj I 9-cdIisoxazol-5- yflamino)benzoate, About SOg of 4-((3-(4-cyclohexyipiperazin- 1 -yl)-6-oxo-6H-anthra[ 1 ,9- cd]isoxazol-5-yl)arnino)henzoic acid was slurred in 2500mL of 0.4 M NaOH/MeOH between 40-45C for 2-4 hours, After confirmed the reaction completion by FIPLC, slowly cooled thereaction to room temperature. The solid was centrifuged and washed with 2OmL of MTBE. The wet cake was re-suspended in about i000mL of O.1M NaOH in MeOH solution under room temperature. It was centrifuged and washed with 224rnL of MTBE again. The filtered solid was suspended in 996nTh of MTBE under room temperature for I -2 hours. The solid was separated and dried at 2530C under pressure for 12-24 hours to obtain the final desired product withpurity more than 99% and about 90% yield. Mass spectra give [M-?-I = 523.2. ?H-NMR (400MHz, DMSO-d6, see Figure 3), ppm (oe): 11.79 (IH, s), 8.48 (111, d), 8.20 (1H, ci), 7.93 (2Ff, d),7.84 (114, t), 7.72 (IH, t), 7.35 (2H, d), 6.39 (1 Fl, s), 3.85 (4ff m), 2.72-2.70 (414, in), 2.28-2.265(IF, m), 1.72-1.78 (4H, in), 1.55-1.58 (IN, m), 1.08-1.23 (SF1, m). Sodium content is 3.8%. TheRaman spectrum is shown in Figure 5. The XRPD, see Table below and Figure 4, confirmed thepolymorphic form.
892242-64-7 4-((3-(4-Cyclohexylpiperazin-1-yl)-6-oxo-6H-anthra[1,9-cd]isoxazol-5-yl)amino)benzoic acid 3666186, apiperazines compound, is more and more widely used in various fields.
Reference£º
Patent; VM PHARMA LLC; WU, Jay Jie-Qiang; WANG, Ling; (83 pag.)WO2016/43975; (2016); A1;,
Piperazine – Wikipedia
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