1-甲基-2-溴甲基-5-乙酰氧基-6-溴-1H-吲哚-3-羧酸乙酯

Ethyl 1-Methyl-2-bromomethyl-5-acetoxy-6-bromo-1H-indole-3-carboxylate

1-甲基-2-溴甲基-5-乙酰氧基-6-溴-1H-吲哚-3-羧酸乙酯为合成抗病毒药物——阿比朵尔的关键中间体,以甲胺、乙酰乙酸乙酯为起始原料,经缩合反应、Nenitzescu反应、酰化反应和溴化反应合成1-甲基-2-溴甲基-5-乙酰氧基-6-溴-1H-吲哚-3-羧酸乙酯,产率为34.8%,纯度98%,产物结构经质谱、1HNMR、红外光谱确证。讨论了溶剂、反应温度以及投料量等因素对反应的影响,选择了适宜的反应条件。

Ethyl 1-methyl-2-bromomethyl-5-acetoxy-6-bromo-1H-indole-3-carboxylate was the key intermediate for synthesis of antivirus drug Arbidol. Using methylamine and ethyl aeetoacetate as raw materials, ethyl 1-methyl-2-bromomethyl- 5-aeetoxy-6-bromo-1H-indole-3-earboxylate was synthesized via condensation, Nenitzeseu reaction, aeetylation and bromination, successively, the purity of obtained product was 98% and its yield reached 34.8%. The structures of synthesized intermediates and product were confirmed by 1^HNMR, some of them were confirmed by IR and MS. The factors such as solvent, amount of raw materials, reaction time and reaction temperature influencing on reaction were discussed, finally the suitable reaction conditions were optimized.