5464-12-0,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5464-12-0,1-(2-Hydroxyethyl)-4-methylpiperazine,as a common compound, the synthetic route is as follows.
A cold (0 °C) solution of PPh3 (32.6 mg, 0.124 mmol) in 1:1 DCM:THF (1.0 mL) was treated with DIAD (24.5 .iL, 0.124 mmol), and stirred for 15 mm at 0 °C. The resulting 0 °C mixture was treated with a solution of (4-(6-(4-benzylpiperazin- 1 -yl)pyridin-3 -yl)-6- hydroxypyrazolo[1,5-a]pyridine-3-carbonitrile (Example 1; 34.0 mg, 0.0828 mmol) and 1-(N- hydroxyethyl)-4-methyl piperazine (14.3 mg, 0.0994 mmol) in 1:1 DCM:THF (2.0 mL). The reaction mixture was stirred for 16 h at room temperature and then concentrated in vacuo. Purification of the crude residue by C18 reverse phase chromatography (5-95percent water-ACN with0.1percent TFA as the gradient eluent) cleanly provided the title compound as the TFA salt. The salt was converted to the free base by partitioning between 4:1 DCM:iPrOH and saturated NaHCO3(aq). The resulting organic extracts were combined, dried over anhydrous Na2SO4(), filtered and concentrated in vacuo to afford the title compound (20.1 mg, 45percent yield). MS (apci) m/z = 537.2 (M+H). ?H NMR (400 IVIHz, DMSO-P) : 8.70-8.69 (d, 1H), 8.57 (s, 1H), 8.32-8.3 1 (d, 1H), 7.78-7.75 (dd, 1H), 7.52 (s, 1H), 7.35-7.25 (m, 5H), 6.93-6.91 (d, 1H), 4.21-4.18 (t, 2H), 3.60-3.57 (m, 4H), 3.53 (s, 2H), 3.18-3.13 (q, 2H), 2.73-2.70 (t, 2H), 2.50-2.47 (m, 8H), 2.13 (s, 3H), 1.32- 1.28 (t, 2H).
The synthetic route of 5464-12-0 has been constantly updated, and we look forward to future research findings.
Reference：
Patent; ANDREWS, Steven W.; ARONOW, Sean; BLAKE, James F.; BRANDHUBER, Barbara J.; COOK, Adam; HAAS, Julia; JIANG, Yutong; KOLAKOWSKI, Gabrielle R.; MCFADDIN, Elizabeth A.; MCKENNEY, Megan L.; MCNULTY, Oren T.; METCALF, Andrew T.; MORENO, David A.; TANG, Tony P.; REN, Li; (668 pag.)WO2018/71447; (2018); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics