化合物7-(哌啶-4-基)-1H-苯并[d][1,3]噁嗪基-2(4H)-酮的合成与表征

On the Synthesis and Characterization of Compound 7-(piperidin-4-yl)-1H-benzo[d][1,3]oxazin-2(4H)-Ketone

以4-氯-2-硝基苯甲酸和叔丁基-4-氧哌啶-1-羧酸酯为起始原料,经羧基还原、酮羰基去质子作用、亲核取代、催化氢化以及分子内环合等七步反应合成了4-芳基哌啶衍生物7-(哌啶-4-基)-1H-苯并[d][1,3]噁嗪基-2(4H)-酮,其结构经1H NMR、LC-MS和元素分析表征。除第四步外,各步反应均达到了60%-75%左右的收率,较之文献方法,大为提高。目标化合物为新型的哌啶基位于苯并噁嗪环7位上的产物,具有不同于1位产物的相关活性。

A 4-Arylpiperidine derivative, 7-（piperidin--4-yl）-lH-benzo [d][1,3]oxazin-2 （4H）-ketone was synthe- sized by the seven-step reaction of earboxyl reduction, deprotonafion of ketone earbonyl, nueleophilic substitution, catalytic hydrogenation and cyclization from 1-Boe-piperidine-4-ketone/Butyl-4-oxopiperidine-l-carboxylate and 4- chloro-2-nitrobenzoie acid as the starting materials. The structure was characterized by 1H NMR, LC-MS and elemental analysis. Compared to the methods used in prerious experiments, the yield of each step reaction is about 60%-75% except the fourth step. The target compound is a new product for its piperidine group which lies in the site 7 of the benzoxazine ring, and its related activity is different from those compounds which lie in the site 1.