With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.122833-04-9,2-Methoxy-4-(4-methylpiperazin-1-yl)aniline,as a common compound, the synthetic route is as follows.
6-chloro-4-(3-nitTophenoxy)- l -(tetrahydro-2H-pyran-2-yl)-l H-pyrazolo[3,4-d]pyrimidine (4, 0.15 g, 0.4 mmol), 2-methoxy-4-(4-methylpiperazin-l-yl) aniline (5, 88 mg, 0.4 mmol), Pd(OAc)2 (5 mg, 0.02 mmol), X-phos (23 mg, 0.04 mmol) and Cs2C03 (390 mg, 1.2 mmol) were taken up in tetrahydrofuran (THF) (2 mL) to form a mixture and the mixture was placed under microwave irradiation at 85 C for 45 min. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was concentrated, and water was added. The resulting mixture was then extracted with ethyl acetate and the organic extract was dried over anhydrous sodium sulfate and evaporated to dryness to form a crud product. The crude product was purified by column chromatography using 3 % MeOH-DCM to afford N-(2-methoxy-4-(4-methyl piperazin-l -yl) phenyl)-4-(3-nitrophenoxy) -l -(tetrahydro-2H-pyran-2-yl)-l H-pyrazolo [3,4- d]pyrimidin-6-amine (6, 49 mg, 22 %). NMR (400 MHz, CDC13): delta 8.30-8.22 (m, 2H), 7.95 (s, 1H), 7.68-7.60 (m, 3H), 7.40 (s, 1 H), 6.55 (s, 1 H), 5.90-5.85 (d, 1 H), 4.19-4.10 (d, 1 H), 3.85 (s, 3H), 3.80-3.79 (m, 1 H), 3.18 (bs, 4H), 2.65-2.60 (m, 5H), 2.36 (s, 3H), 2.19-2.18 (m, 1 H), 1.95- 1 .90 (d, 1 H), 1.80- 1.78 (m, 2H), 1 .65- 1.60 (d, 1 H).
122833-04-9, 122833-04-9 2-Methoxy-4-(4-methylpiperazin-1-yl)aniline 20136253, apiperazines compound, is more and more widely used in various fields.
Reference£º
Patent; GATEKEEPER PHARMACEUTICAL, INC.; GRAY, Nathanael, S.; ZHOU, Wenjun; WO2011/79231; (2011); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics