4-甲氧基-9H-吡啶并[2,3-b]吲哚的合成研究

Study on Synthesis of 4-Methoxy-9H-pyrido indole

以2-氯吡啶为原料,经N-氧化、硝化、甲氧基化、胺解、加成-消除、环合6步反应合成4-甲氧基-9H-吡啶并[2,3-b]吲哚。其结构经IR,1H NMR,MS进行了确证。并对反应条件进行了研究,确定优化反应条件为:n(4-甲氧基吡啶-N-氧化物)∶n(1-对甲苯磺酰基-1,2,3-苯并三氮唑)=1.5∶1,成环反应时间2 h。该合成总收率为35.0%。

The title compound was synthesized from pyridine via N-oxidation,nitration,substitution,ammonolysis,addition-elimination and cyclization.The structure of the target compound was confirmed with IR,1H NMR and MS.Upon optimization of the reaction conditions were obtained:n(4-methoxypyridine 1-oxide) ∶ n(1-tosyl-1H-benzo[d]triazole)=1.5∶1 and the cyclization reaction time 2 h.The process gave the product in overall yield of 35.0% under the optimum conditions.