Method for producing 4-cyano-2-aminomethylthiazole
    1.
    发明授权
    Method for producing 4-cyano-2-aminomethylthiazole 有权
    4-氰基-2-氨基甲基噻唑的制备方法

    公开(公告)号:US06639081B1

    公开(公告)日:2003-10-28

    申请号:US10031703

    申请日:2002-04-30

    IPC分类号: C07D27704

    CPC分类号: C07D277/56

    摘要: The invention relates to processes for preparing 2-aminomethyl-4-cyanothiazole and its salts of the formulae Ia and Ib in which n=1 or 2 and for n=1, X is chloride, bromide, triflate and hydrogen sulfate and for n=2, X is sulfate, which comprises the process step where the aminonitrile of the formula II is stirred with a cysteine ester of the formula III, in which R1 is branched or linear C1-10-alkyl or where n=0, 1 or 2 and R2 is branched or linear C1-C10C10-alkyl or C1-C4-alkoxy or C1-C4-dialkylamino in an inert solvent in the presence of a base at from 0° C. to 80° C. until the reaction has essentially proceeded to completion, and to the compounds of the formulae Ia and Ib.

    摘要翻译: 本发明涉及制备2-氨基甲基-4-氰基噻唑及其盐,其中n = 1或2,n = 1,X为氯化物,溴化物,三氟甲磺酸酯和硫酸氢盐,n = 2,X为 硫酸盐,其包括其中式II的氨基腈与式III的半胱氨酸酯一起搅拌的方法步骤,其中R 1是支链或直链的C 1-10 - 烷基或其中n = 0,1或2, 2>是在0℃至80℃的碱存在下,在惰性溶剂中的支链或直链C 1 -C 10 C 10 - 烷基或C 1 -C 4 - 烷氧基或C 1 -C 4 - 二烷基氨基,直到反应基本上进行 以及式Ia和Ib的化合物。

    Method of production of 9-cis-retinoic acid
    3.
    发明授权
    Method of production of 9-cis-retinoic acid 有权
    9-顺 - 视黄酸的生产方法

    公开(公告)号:US08536373B2

    公开(公告)日:2013-09-17

    申请号:US12442162

    申请日:2007-09-27

    IPC分类号: C07C61/00

    摘要: Improved method of production of 9-(Z)-retinoic acid, in which a) a β-formyl-crotonic acid C1-C10 alkyl or phenyl ester is reacted with an isolated 9-(Z)—C15-triarylphosphonium salt by the Wittig reaction in the presence of a base to the corresponding 9-(Z)-retinoic acid ester; which b) is then saponified with a base to the corresponding 9-(Z)-retinoic acid carboxylate and then, following protonation with an acid, the desired 9-(Z)-retinoic acid is obtained, and improved method for the enrichment and isolation of the 9-(Z)—C15-triarylphosphonium salt.

    摘要翻译: 改进的9-(Z) - 视黄酸的制备方法,其中a)β-甲酰基 - 巴豆酸C1-C10烷基或苯基酯与Wittig与分离的9-(Z)-C15-三芳基鏻盐反应 在碱存在下与相应的9-(Z) - 视黄酸酯反应; 然后将b)用碱皂化成相应的9-(Z) - 视黄酸羧酸酯,然后在用酸质子化后,得到所需的9-(Z) - 视黄酸,并且改进了富集和 分离9-(Z)-C 15 - 三芳基鏻盐。

    Substituted amides, their production and their use
    7.
    发明授权
    Substituted amides, their production and their use 失效
    取代酰胺,其生产和使用

    公开(公告)号:US06448254B1

    公开(公告)日:2002-09-10

    申请号:US09647677

    申请日:2000-10-03

    IPC分类号: C07C31121

    摘要: Amides of the general formula I and their tautomeric and isomeric forms, possible enantiomeric and diastereomeric forms, as well as possible physiologically tolerable salts, in which the variables have the following meanings: R1 [sic] can be C1-C6-alkyl, phenyl, naphthyl, quinolyl, pyridyl, pyrimidyl, pyridazyl, quinazolyl and quinoxalyl, where the rings can additionally be substituted by up to 2 radicals R4 [sic], and R2 [sic] is —(CH2)m—R8 [sic], where R8 [sic] can be phenyl, cyclohexyl- or indolyl and m=1 to 6, and X is a bond, —CH2—, —CH2CH2—, —CH═CH—, —C≡C—, —CONH—, —SO2NH— [sic], and and [sic] R1—X [sic] together are also  and R3 [sic] is hydrogen and CO—NR6R7 [sic], R4 [sic] is hydrogen, C1-C4-alkyl [sic], which is branched and unbranched, and —O—C1-C4-alkyl [sic]; R5 [sic] is hydrogen, C1-C4-alkyl [sic], which is branched or unbranched, and —O—C1-C4-alkyl [sic]; R6 [sic] is hydrogen, C1-C6-alkyl, which is branched and unbranched, and R7 [sic] is hydrogen, C1-C6-alkyl, which is branched or unbranched, and n is is [sic] a number 0, 1 or 2.

    摘要翻译: 通式I的酰胺及其互变异构体和异构体形式,可能的对映异构体和非对映体形式,以及可能的生理上可耐受的盐,其中变量具有以下含义:R 1 [C 1-6]可以是C 1 -C 6 - 烷基,苯基,萘基 ,喹啉基,吡啶基,嘧啶基,哒嗪基,喹唑啉基和喹喔啉基,其中环可以另外被至多2个基团R 4 [sic]取代,并且R 2是 - (CH 2)m -R 8 [sic],其中R 8 [ ]可以是苯基,环己基或吲哚基并且m = 1至6,X是键,-CH 2 - , - CH 2 CH 2 - , - CH = CH - , - C≡C - , - CONH - , - SO 2 NH- ],并且R 1-X [sic]一起也是且R 3 [sic]是氢且CO-NR 6 R 7 [sic],R 4 [sic]是氢,C 1 -C 4 - 烷基[ 非支链和-O-C 1 -C 4 - 烷基[sic]; R 5 [sic]是氢,C 1 -C 4 - 烷基[sic],其是支链或非支链的,和-O-C 1 -C 4 - 烷基[ R 6是氢,C 1 -C 6 - 烷基,其是支链和非支链的,并且R 7 [sic]是氢,C 1 -C 6 - 烷基,其是支链或 不分支,而且是数字0,1或2。

    Substituted amides, their preparation and use
    8.
    发明授权
    Substituted amides, their preparation and use 失效
    取代酰胺,其制备和使用

    公开(公告)号:US06753327B1

    公开(公告)日:2004-06-22

    申请号:US09673089

    申请日:2000-10-11

    IPC分类号: A61K3116

    摘要: An amide of the formula I and its tautomeric forms, possible enantiomeric and diastereomeric forms, E and Z forms, and possible physiologically tolerated salts, in which the variables have the following meanings: A —(CH2)p—R1, where R1 can be pyrrolidine, morpholine, piperidine, —NR5R6 and  and R5, R6 and R7 can, independently of one another, be hydrogen, C1-C4-alkyl, CH2Ph, Ph, CH2CH2Ph, it also being possible for the phenyl rings to be substituted by R6, and p can be 1 and 2, and B can be phenyl, pyridyl, pyrimidyl and pyridazyl, it also being possible for the rings to be substituted by up to 2 R8 radicals, and D can be a bond, —(CH2)m, —CH═CH—, —C≡C—, and Y is phenyl, pyridine, pyrimidine and pyrazine and n is a number 0, 1 or 2, and m,q are, independently of one another, a number 0, 1, 2, 3 or 4.

    摘要翻译: 式I的酰胺及其互变异构形式,可能的对映异构体和非对映体形式,E和Z形式以及可能的生理学耐受盐,其中变量具有以下含义:A - (CH 2)p R 1,其中R 1 可以是吡咯烷,吗啉,哌啶,-NR 5 R 6和R 5,R 6和R 7可以彼此独立地是氢,C 1 -C 4 - 烷基,CH 2 Ph ,Ph,CH2CH2Ph,苯环可被R 6取代,p可以是1和2,B可以是苯基,吡啶基,嘧啶基和哒嗪基,环也可以是 被至多2个R 8基团取代,并且D可以是键, - (CH 2)m,-CH = CH-,-C = C-,Y是苯基,吡啶,嘧啶和吡嗪,n是0, 1或2,且m,q彼此独立地为0,1,2,3或4。