1H-咪唑并[4,5-c]喹啉衍生物的合成

Synthesis of Derivatives of 1H-Imidazoquinoline

以1-(2-甲基丙基)-4-氯-1H-咪唑并[4,5-c]喹啉(Ⅰ)为原料与哌啶反应合成了1-(2-甲基丙基)-4-[哌啶-1-基]-1H-咪唑并[4,5-c]喹啉(Ⅱ),当用甲苯为溶剂,n(Ⅰ)∶n(哌啶)∶n(K2CO3)=1∶2∶0.3时,Ⅱ的收率为88.5%;Ⅰ与三倍过量的吗啉反应合成1-(2-甲基丙基)-4-[吗啉-4-基]-1H-咪唑并[4,5-c]喹啉(Ⅲ),收率86.5%;Ⅰ与三倍过量的哌嗪在体积分数50%的1,4-二氧六环水溶液中反应合成1-(2-甲基丙基)-4-[哌嗪-1-基]-1H-咪唑并[4,5-c]喹啉(Ⅳ),收率59%。Ⅱ、Ⅲ、Ⅳ的合成工艺均较简单。

1-（ 2-Methylpropyl ） -4-（ piperidin-l-yl ） -1H- imidazo [ 4, 5-c ] quinoline （ 11 ） was synthesized by the reaction of 1 -（2-methylpropyl） -4-chloro -1H- imidazo [ 4,5-c ] quinoline （ I ） with piperidine,when toluene was used as solvent and the molar ratio of Ⅰ ,piperidine and K2CO3 was 1：2： 0.3. The yield was 88.5%. 1-（ 2-Methylpropyl ） -4-（ morpholin-4-yl ） -1H-imidazo [ 4,5-c ] quinoline （ Ⅲ） was synthesized in 86.5% yield by the reaction of I with three fold excess of morpholine. 1-（2- Methylpropyl） -4-（piperazin-l-yl） -1 H- imidazo [ 4,5-c ] quinoline （ Ⅳ ） was obtained in 59% yield by the reaction of Ⅰwith three fold excess of piperazine using 50% water solution of 1,4-dioxane as solvent.