| 奈韦拉平的合成工艺 |
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| 引用本文： | 姜芳,赵晨光,潘雷,许佑君. 奈韦拉平的合成工艺[J]. 沈阳药科大学学报, 2010, 27(3): 200-201 |
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| 作者姓名： | 姜芳 赵晨光 潘雷 许佑君 |
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| 作者单位： | (沈阳药科大学 制药工程学院，辽宁 沈阳 110016) |
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| 摘 要： | 目的研究奈韦拉平的合成工艺。方法以2-氯-3-氨基-4-甲基吡啶为原料,依次与2-氯烟酰氯缩合成化合物3、再与环丙胺高压氨解、最后发生分子内亲核取代反应,成功合成了奈韦拉平。结果合成的奈韦拉平经1H-NMR和ESI-MS确证结构,总收率质量分数为56.8%。结论缩合反应以二氯甲烷替代易燃、有毒的环己烷/二氧六环混和溶剂为溶剂,以吡啶替代N,N-二甲基苯胺或碳酸钾为缚酸剂,操作安全、简捷,且收率有所提高。取代反应以叔丁醇钾替代了比较危险的氢钠(NaH)或昂贵的六甲基二硅基胺基钠(NaHMDS)。
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| 关 键 词： | 奈韦拉平 抗艾滋病药物 制备 |
| 收稿时间： | 2009-05-08 |
Preparation of nevirapine |
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| JIANG Fang,ZHAO Chen-guang,PAN Lei,XU You-jun. Preparation of nevirapine[J]. Journal of Shenyang Pharmaceutical University, 2010, 27(3): 200-201 |
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| Authors: | JIANG Fang ZHAO Chen-guang PAN Lei XU You-jun |
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| Affiliation: | (School of Pharmaceutical Engineering, Shenyang Pharmaceutical University, Shenyang 110016, China) |
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| Abstract: | Objective To get an improved synthesis of nevirapine. Methods Compound 3 was got via the formation of the amide from 2-chloro-3-amino-4-methyl pyridine and 2-chloronicotinoyl chloride, and then nevirapine was acquired by the aminolysis of 3 with cyclopropylamine in an autoclave, followed by the intramolecular nucleophilic substitution. Results The target compound was synthesized via 3 steps with a total yield of 56.8%(w) and its structure was identified by 1H-NMR and ESI-MS. Conclusions Dichloromethane was used as the solvent in the amidation to replace the dangerous and toxic mixture of cyclohexane-dioxane used in literatures, and pyridine was employed as the base instead of N,N-dimethylaniline or potassium carbonate. This easily operated and much safe process could also improve the yield of the reaction. Moreover, potassium t-butoxide was employed for the substitution reaction to replace the dangerous NaH or expensive NaHMDS. |
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| Keywords: | nevirapine anti-AIDS drug preparation |
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