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Synthesis and Characterization of 2-Phenylimidazo[1,2-a]pyridine: A Privileged Structure for Medicinal Chemistry
Journal of Chemical Education ( IF 2.5 ) Pub Date : 2017-01-27 00:00:00 , DOI: 10.1021/acs.jchemed.6b00286
Brandi S. Santaniello 1 , Matthew J. Price 2 , James K. Murray 1
Affiliation  

A straightforward synthesis of 2-phenylimidazo[1,2-a]pyridine is described. The reaction is designed to demonstrate to students the preparation of a bridged N-heterocycle, in which the heteroatom occupies a bridgehead position. The product is obtained in moderate to high yield and is highly crystalline. The compound can be purified either by direct recrystallization or silica gel column chromatography. Students characterize the compound by melting point, MS, IR spectroscopy, and NMR spectroscopy. Spectroscopic analysis reveals features that are potentially suitable for more in-depth discussions.

中文翻译:

2-苯基咪唑并[1,2- a ]吡啶的合成与表征:药物化学的优先结构

描述了2-苯基咪唑并[1,2- a ]吡啶的直接合成。该反应旨在向学生展示桥联的N杂环的制备,其中杂原子占据桥头位置。以中等至高收率获得产物,并且是高度结晶的。该化合物可以通过直接重结晶或硅胶柱色谱法纯化。学生通过熔点,质谱,红外光谱和核磁共振光谱对化合物进行表征。光谱分析揭示了可能适合更深入讨论的功能。
更新日期:2017-01-27
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