2-fluoro-(pyridine-3-yl)propanenitrile合成之研究技術報告

Study on the synthese of 2-fluoro-(pyridine-3-yl)propanenitrile

林錦龍(Chin-Lung Lin)

指導教授 ： 楊嘉喜

中原大學/理學院/化學系/碩士(2008年)

https://doi.org/10.6840/CYCU.2008.00038

摘要

製造原料藥之起始物或中間體之來源，經由化學有機合成方式取得，需有新化合物的資料庫及合成方式；而本篇論文針對2-fluoro-(pyridine-3yl)propanenitrile之合成作研究及製程開發。
將nicotinaldehyde、ethyl 2-bromoacetate，經由Darzens Condensation得到ethyl 3-(pyridine-3-yl)oxirane-2carboxylate 1、再氫化反應製備：ethyl 2-hydroxy-3-(pyridin-3-yl)propanoate 2、氟取代反應得到：ethyl 2-fluoro-3-(pyridin-3-yl)propanoate 3、氨解反應得到：2-fluoro-3-(pyridin-3-yl)propanamide 4、醯氨之脫水反應，成功合成2-fluoro-(pyridine-3yl)propanenitrile 5。

關鍵字

氟取代反應 ； 脫水反應 ； 氫化反應 ； 氨解反應

並列摘要

Manufacture start material of the active pharmaceutical ingredient (API) or the source of the intermediate , obtain via the organic synthesis way, need to have new compound database and synthetic method ; And in this research , we hope to develop an efficient method to prepare 2- fluoro- (pyridine-3yl) propanenitrile .
Start materials nicotinaldehyde ,synthetic path by Darzens Condensation prepare Ethyl 3-(pyridine-3-yl)oxirane-2carboxylate 1、Hydrogenation prepare ethyl 2-hydroxy-3-(pyridin-3-yl)propanoate 2、fluoro substitution prepare ethyl 2-fluoro-3-(pyridin-3-yl)propanoate 3、aminolysis prepare 2-fluoro-3-(pyridin-3-yl)propanamide 4、dehydration prepare 2-fluoro-(pyridine-3yl)propanenitrile.

並列關鍵字

aminolysis ； Hydrogenation ； Darzens Condensation ； dehydration ； fluoro substitution

參考文獻

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