With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.655225-01-7,tert-Butyl 4-(2-bromoethyl)piperazine-1-carboxylate,as a common compound, the synthetic route is as follows.
655225-01-7, To a solution of Intermediate 20 (1.10 g, 90percent purity, 2.84 minol) in DMF (6.6 mL) was added atr.t. sodium hydride (60percent on mineral oil, 136 mg, 3.41 minol) and tetra-N-butylaminonium iodide(105 mg, 0.28 minol). Then the mixture was cooled to 0¡ãC and tert-butyl 4-(2- bromoethyl)piperazine-1-carboxylate (1.00 g, 3.41 minol) was added. The mixture then stirred for 14 h at r.t. and the reaction was quenched by the addition of water. Resulting mixture was extracted with dichloromethane (3 x) and the combined organic extracts were washed with brineand filtered through a phase separator filter to give the crude product which was directly used in the synthesis of Example 111 without further purification. Besides 50 mg of the crude product was purified by preparative HPLC to give 24 mg (0.04 minol) of the pure title compound.HPLC: Instrument: Waters Autopurification MS SingleQuad; Colum: Waters XBrigde C18 Sp lOOx3Omin; eluent A: water + 0.2 vol percent aqueous aminonia (32percent), eluent B: acetonitrile;gradient: 0-5.5 min 5-100percent B; flow 70 mI/min; temperature: 25 ¡ãC; DAD scan: 210-400 nm.1H-NMR (400 MHz, DMSO-d6): 6 [ppm] = 8.64 (s, IH), 8.62 (s, IH), 8.51 (d, IH), 7.77-7.71 (m,2H), 7.70-7.65 (m, 2H), 7.44 (d, IH), 4.83 (br d, 4H), 4.10 (dt, IH), 3.70-3.60 (m, IH), 3.42-3.36(m, IH), 3.23 (brs, 4H), 2.75-2.64 (m, 2H), 2.56 (t, 2H), 2.41-2.30 (m, 4H), 1.37 (s, 9H), 1.10 (d,3H).LC-MS (Method 6): R = 1.09 min; MS (ESipos): mz = 562 [M¡ÂH].
The synthetic route of 655225-01-7 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; GIESE, Anja; QUANZ-SCHOEFFEL, Maria; MUeLLER, Thomas; GUeNTHER, Judith; BOeHNKE, Niels; GRIEBENOW, Nils; BARAK, Naomi; BOeMER, Ulf; NEUHAUS, Roland; OSMERS, Maren; KOPITZ, Charlotte Christine; KAULFUSS, Stefan; REHWINKEL, Hartmut; WEISKE, Joerg; BADER, Benjamin; CHRISTIAN, Sven; HILLIG, Roman; (426 pag.)WO2018/86703; (2018); A1;,
Piperazine – Wikipedia
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