With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.59702-07-7,1-Methylpiperazin-2-one,as a common compound, the synthetic route is as follows.
A solution of l-methylpiperazin-2-one (40.8mg, 357 umol, 1.4 eq) and Compound D from Example 47 (0.10 g, 255.5 umol, 1.0 eq) in MeOH (10 mL) and DCE (10 mL) was adjusted to pH ~ 5 with AcOH and stirred for 1 hour. NaBH3CN (64.2 mg, 1.0 mmol, 4.0 eq) was added after which the mixture was stirred at 25¡ãC for 15 hours until there was no more starting material by LC/MS analysis. The mixture was quenched with sat.NaHCCb to pH=8 and then extracted with DCM (100 mL chi 3). The organic phases were combined and washed with brine (50 mL), dried over anhydrous Na2S04, filtered and concentrated under vacuum to give the crude product which was purified by prep-TLC(15: 1 DCM/MeOH) 3 times to give the desired product 323 (20 mg, 15 percent yield, 95percent purity) as a yellow solid. LC/MS (method 2): tR= 3.16 min, m/z (M + H)+ = 490.1. MR (400 MHz, CD3OD) delta 8.74 – 8.70 (m, 2H), 8.49 – 8.43 (m, 2H), 7.75 – 7.65 (m, 3H), 3.91 (s, 3H), 3.79 – 3.71 (m, 2H), 3.42 (t, J = 5.2 Hz, 2H), 3.35 (s, 2H), 3.00 – 2.92 (m, 5H), 2.83 (t, J= 11.2 Hz, 2H), 2.64 – 2.53 (m, 1H), 2.13 – 2.05 (m, 2H), 1.82 – 1.68 (m, 2H).
The synthetic route of 59702-07-7 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; THE BRIGHAM AND WOMEN’S HOSPITAL, INC.; THE UNITED STATES OF AMERICA, AS REPRESENTED BY THE SECRETARY, DEPARTMENT OF HEALTH AND HUMAN SERVICES; YU, Paul, B.; HUANG, Wenwei; SANDERSON, Philip, Edward; JIANG, Jian-kang; SHAMIM, Khalida; ZHENG, Wei; HUANG, Xiuli; TAWA, Gregory; LEE, Arthur; ALIMARDANOV, Asaf; HUANG, Junfeng; (357 pag.)WO2018/200855; (2018); A1;,
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