With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.78818-15-2,Benzyl 3-oxopiperazine-1-carboxylate,as a common compound, the synthetic route is as follows.
78818-15-2, EXAMPLE 89 1-(4-Chloroquinolin-7-ylmethyl)-piperazin-2-one. 4-(Benzyloxycarbonyl)-piperazin-2-one (1.1 g, 4.6 mmol) is dissolved in THF (50 ML), cooled in an ice bath and treated with tretrabutylammonium iodide (0.18 g, mmol) and 60% sodium hydride (0.24 g, 6.0 mmol).The reaction mixture is stirred at 0 C. for 30 minutes then treated dropwise with a solution of 7-bromomethyl-4-chloroquinoline (1.2 g, 4.6 mmol), Example 14, in THF (50 ML).The resulting solution is stirred at 0 C. for 2 h then quenched with ammonium chloride solution and concentrated.Dilution with ethyl acetate is followed by a water wash; the organic layer is dried (sodium sulfate) and concentrated.The residue is chromatographed (4% methanol/methylene chloride) to yield solid 4-(benzyloxycarbonyl)-1-(4-chloroquinolin-7-ylmethyl)-piperazin-2-one (1.2 g, 2.9 mmol).A portion of this material (0.75 g, 1.8 mmol) is dissolved in acetonitrile (20 ML) and treated with iodo trimethylsilane (0.78 ML, 5.4 mmol) at room temperature for 3 hours.The reaction is quenched with methanol and concentrated to dryness.methanol addition and concentration is repeated four times.The final residue is taken up is 2M aqueous HCl; the solution is washed with ether and concentrated.The residue is recrystallized from isopropanol and ether to yield the title compound (0.63 g, 2.3 mmol) MS m/z: M+=275; 1HNMR (CD3OD, 300 MHz) delta9.1 (d, 1H), 8.5 (d, 1H), 8.2-8.3 (m, 2H), 8.0 (d, 1H), 5.2 (s, 2H), 4.1 (s, 2H), 3.7-3.8 (m, 2H), 3.6-3.7 (m, 2H).
The synthetic route of 78818-15-2 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; AVENTIS PHARMACEUTICALS INC.; US2004/102450; (2004); A1;,
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