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    • 1. 发明授权
    • Synthesis of anabaseine, salts and derivatives thereof
    • 壬酰胺,其盐及其衍生物的合成
    • US5530134A
    • 1996-06-25
    • US301030
    • 1994-09-06
    • Mohsen DaneshtalabDai NguyenInderjit SidhuRonald G. Micetich
    • Mohsen DaneshtalabDai NguyenInderjit SidhuRonald G. Micetich
    • A61K31/44A61K31/4418A61K31/4427A61K31/443A61P25/28C07D213/50C07D401/04C07D405/06C07D211/68
    • C07D401/04C07D213/50
    • A process for the synthesis of compounds of the formulas Ia and Ib below, wherein R.sub.1, R.sub.2, and R.sub.3, which are the same or different, are each selected from hydrogen and C.sub.1 -C.sub.4 alkyl, including the compound Anabaseine (Ia, wherein R.sub.1 =R.sub.2 R.sub.3 =H) (3,4,5,6-tetrahydro-2', 3'-bipyridine), the process comprising reacting sodium salt of .delta.-valerolactone with substituted ethyl nicotinate derivative to produce the Claisen product sodium 3-nicotinoyl-2-tetrahydropyranone enolate derivative, heating the sodium 3-nicotinoyl-2-tetrahydropyranone enolate derivative with concentrated HCl to produce 3-(5-chloro-1-pentanone-1-yl) pyridine derivative, dissolving the 3-(5-chloro-1-pentanone-1-yl) pyridine derivative in ethanol and then heating the 3-(5-chloro-1-pentanone-1-yl) pyridine derivative in ethanol with ethanolic ammonia solution in a sealed container to produce the compound Ia. Also, the process steps in the above process, and the products and intermediate products produced thereby. ##STR1##
    • 用于合成下式Ia和Ib化合物的方法,其中相同或不同的R 1,R 2和R 3各自选自氢和C 1 -C 4烷基,包括化合物Anabaseine(Ia,其中R1 = R2R3 = H)(3,4,5,6-四氢-2',3'-联吡啶),该方法包括使δ-戊内酯的钠盐与取代的乙酸烟酸衍生物反应,生成Claisen产物3-烟酰基-3- 2-氯-4-羟基吡喃酮烯醇化物衍生物,用浓HCl加热3-烟酰基-2-四氢吡喃酮-3-烯醇钠衍生物,得到3-(5-氯-1-戊酮-1-基)吡啶衍生物,将3-(5-氯 - 1-戊酮-1-基)吡啶衍生物在乙醇中的溶液中,然后在密封容器中用乙醇氨溶液将3-(5-氯-1-戊酮-1-基)吡啶衍生物在乙醇中加热,得到化合物Ia。 而且,上述工艺中的工艺步骤以及由此生产的产品和中间产品。