623586-00-5,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.623586-00-5,(R)-1-Cbz-3-methylpiperazine,as a common compound, the synthetic route is as follows.
To a solution of (2 ,5 )-tert-butyl 5-(chloromethyl)-4-(2-(6-(4-fluorobenzyl)-3,3-dimethyl-2,3- dihydro-lH-pyrrolo[3,2-b]pyridin-l-yl)-2-oxoethyl)-2-methylpiperazine-l-carboxylate ( 8.67 g, 15.91 mmol, obtained as described in WO 2012/143726) in acetonitrile (50.0 mL) and was added (R)- benzyl 3-methylpiperazine-l-carboxylate (4.10 g, 17.50 mmol, commercially available from, for example, Fluorochem), sodium iodide (0.238 g, 1.591 mmol) and potassium carbonate (6.59 g, 47.7 mmol) and the reaction was stirred at 80 C for 18 hours. The volatiles were removed in vacuo, the reaction was diluted in 100 mL DCM and was washed with 100 mL saturated sodium bicarbonate solution and 100 mL water. The aqueous layer was washed with an additional 2 x 100 mL DCM, and the combined organic layers were washed with 100 mL brine and passed through a Biotage phase separator. The volatiles were removed in vacuo. The residue was dissolved in 25 mL DCM and loaded onto 340g KP-Sil SNAP cartridge and purified by flash chromatography: 2% methanol in DCM for lcolumn volume, 10 column volumes gradient 2% to 12% methanol in DCM and 2 column volumes 12% methanol in DCM. Compound eluted at 7 column volumes to afford the title compound (9.26 g, 12.5 mmol, 78 % yield). LCMS RT= 1.05 min, ES+ve 743.
As the paragraph descriping shows that 623586-00-5 is playing an increasingly important role.
Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CASILLAS, Linda N.; HARLING, John David; MIAH, Afjal Hussain; SMITH, Ian Edward David; RACKHAM, Mark David; (204 pag.)WO2017/182418; (2017); A1;,
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