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    • 10. 发明授权
    • Process for preparing pyridine-2-carboxamides
    • 制备吡啶-2-甲酰胺的方法
    • US5534635A
    • 1996-07-09
    • US304460
    • 1994-09-12
    • Michelangelo ScalonePeter Vogt
    • Michelangelo ScalonePeter Vogt
    • B01J31/24C07B61/00C07D213/81C07D213/56
    • B01J31/2452B01J31/0237B01J31/1845B01J31/2295B01J31/24B01J31/2404B01J31/2409B01J31/2414C07D213/81B01J2231/34B01J2231/4205B01J2231/4266B01J2231/4283B01J2531/0205B01J2531/824B01J2531/842B01J31/0235
    • It has been found that pyridine-2-carboxamides of the formula ##STR1## wherein R is amino or a residue convertible into amino, and pharmaceutically usable acid addition salts of that carboxamide in which R is amino can be prepared in a simple manner and in good yield by reacting 2,5-dichloropyridine in the presence of a palladium-phosphine catalyst with an alkyne of the formulaR.sup.1 --C.tbd.CH IIIwherein R.sup.1 is hydrogen, lower-alkyl, trimethylsilyl or the group --(R.sup.2)(R.sup.3)--COH and R.sup.2 and R.sup.3 each independently are hydrogen or lower-alkyl or together are cyclopentyl or cyclohexyl,oxidizing the resulting alkyne to give 5-chloropyridine-2-carboxylic acid and reacting this acid or a reactive functional derivative thereof with an amino compound of the formulaor with carbon monoxide and an amino compound of formula VI or with carbon monoxide and a lower alkanol which is optionally mixed with water and reacting the resulting acid or the resulting ester with an amino compound of formula VI. The compound of formula I in which R is amino is a known compound which is a reversible and highly active MAO-B inhibitor.
    • 已经发现,其中R是氨基或可转化成氨基的残基的式I的吡啶-2-甲酰胺和其中R是氨基的该甲酰胺的药学上可用的酸加成盐可以以简单的方式制备, 在钯 - 膦催化剂存在下与式R 1 -C 3的CH 2 CH 3其中R 1是氢,低级烷基,三甲基甲硅烷基或 - (R 2)(R 3)基团的反应,使2,5-二氯吡啶反应, -COH和R 2和R 3各自独立地为氢或低级烷基或一起为环戊基或环己基,氧化得到的炔烃,得到5-氯吡啶-2-羧酸,并使该酸或其反应性官能衍生物与 式或与一氧化碳和式VI的氨基化合物或一氧化碳和低级链烷醇反应,任选与水混合,并使所得酸或所得酯与式VI的氨基化合物反应。 其中R是氨基的式I化合物是已知的化合物,其是可逆的和高活性的MAO-B抑制剂。