Process for the preparation of optically active isoxazoline compounds

    公开(公告)号:US09815829B2

    公开(公告)日:2017-11-14

    申请号:US15501008

    申请日:2015-08-04

    摘要: The present invention relates to a process for the preparation of a compound of formula (I) wherein A1 and A2 are C—H, or one of A1 and A2 is C—H and the other is N; R1 is C1-C4alkyl, C1-C4haloalkyl or C3-C6cycloalkyl; each R2 is independently bromo, chloro, fluoro or trifluoromethyl; R3 is hydrogen; R4 is hydrogen, halogen, methyl, halomethyl or cyano; or R3 and R4 together form a bridging 1,3-butadiene group; R5 is chlorodifluoromethyl or trifluoromethyl; n is 2 or 3; by reacting a compound of formula (II) wherein A1, A2, R1, R2, R3, R4, R5 and n is as defined under formula (I) above, with hydroxylamine, a base and a chiral catalyst, characterized in that the chiral catalyst is a dimeric chiral catalyst of formula (III) wherein R6, R7, R8, R9, R10 and X are as defined in claim 1.

    PROCESS FOR THE PREPARATION OF PHENYL SUBSTITUTED 3 - DIFLUOROMETHYL - 1 -METHYL - 1H - PYRAZOLE - 4 - CARBOXYLIC ACID N-METHOXY- [1 -METHYL- 2 PHENYLETHYL] AMIDES
    7.
    发明申请
    PROCESS FOR THE PREPARATION OF PHENYL SUBSTITUTED 3 - DIFLUOROMETHYL - 1 -METHYL - 1H - PYRAZOLE - 4 - CARBOXYLIC ACID N-METHOXY- [1 -METHYL- 2 PHENYLETHYL] AMIDES 有权
    制备苯基取代的3-二氟甲基-1-甲基-1H-吡唑-4-羧酸N-甲氧基 - [1-甲基-2-苯基]氨基甲酰胺的方法

    公开(公告)号:US20150018562A1

    公开(公告)日:2015-01-15

    申请号:US14374547

    申请日:2013-02-26

    IPC分类号: C07D231/12

    CPC分类号: C07D231/12 C07D231/14

    摘要: The invention relates to a process for the preparation of a compound of formula (I), wherein R1, R2 and R3 are as defined in claim 1, which process comprises a) adding a compound of formula (II), in the presence of an inert organic solvent to a mixture comprising an organic nitrite of formula (III) (R4—O—N═O (III)), wherein R4 is C1-C8 alkyl, a compound of formula (IV), and an inert organic solvent; b) reacting the resulting compound of formula (V), with H2N—O—CH3 to the compound of formula (VII), c) reducing the compound of formula (VII) to the compound of formula (VIII), d) and reacting the compound of formula VIII with a compound of formula (IX), in which R* is halogen, hydroxy or C1-6 alkoxy, to the compound of formula (I).

    摘要翻译: 本发明涉及一种制备式(I)化合物的方法,其中R 1,R 2和R 3如权利要求1所定义,该方法包括:a)将式(II)化合物在 惰性有机溶剂加入到包含式(III)的有机亚硝酸酯(R4-O-N = O(III))的混合物中,其中R4是C1-C8烷基,式(IV)化合物和惰性有机溶剂; b)将得到的式(Ⅴ)化合物与H 2 N-O-CH 3反应于式(Ⅶ)化合物,c)将式(Ⅶ)化合物还原为式(Ⅷ)化合物,d) 式Ⅸ化合物与式(Ⅸ)化合物反应,其中R *为卤素,羟基或C 1-6烷氧基。