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    • 111. 发明授权
    • Method for producing difluoromethyl-substituted pyrazole compounds
    • 二氟甲基取代的吡唑化合物的制备方法
    • US08188295B2
    • 2012-05-29
    • US12664448
    • 2008-06-13
    • Markus NettThomas GroteJan Klaas LohmannJochen DietzSebastian Peer SmidtMichael RackThomas Zierke
    • Markus NettThomas GroteJan Klaas LohmannJochen DietzSebastian Peer SmidtMichael RackThomas Zierke
    • C07D231/14C07C229/06
    • C07D231/12C07D231/14
    • The present invention relates to a process for preparing 3-difluoromethyl-Substituted pyrazole compounds of the formula (I) in which R1 is H, halogen, nitro, C1-C8-alkyl, C1-C8-haloalkyl, C3-C8-cycloalkyl, phenyl, naphthyl, hetaryl, cyano, —C(═O)—OR1a, —C(═O)—NR1bR1c, —C(═O)—SR1d or —C(═S)—SR1e; R2 is H, C1-C4-alkyl, benzyl or phenyl; R3 is H, halogen, C1-C8-alkoxy, C1-C8-haloalkoxy, C3-C8-cycloalkoxy, C2-C8-alkenyloxy, C1-C8-alkylthio, C1-C8-haloalkylthio, C3-C8-cyclo-alkylthio or C2-C8-alkenylthio; compounds of the formula (II.a) or (II.b), in which R1 and R3 each have one of the definitions given above; R4 is halogen, —OR4a, —SR4a, —O—SO2—R4a or an —NR4bR4c group; R5 and R6 are each C1-C8-alkyl, C1-C8-haloalkyl, C3-C8-cycloalkyl, benzyl or phenyl, or, together with the nitrogen atom to which they are bonded, are a 3- to 8-membered heterocycle; Lewis acid adducts of compounds of the formula (II.b); the use of compounds of the formula (II.a) or (II.b) and of the Lewis acid adducts for preparing compounds of the formula (I) or (VI); and to a process for converting such compounds to the corresponding 3-difluoro-pyrazol-4-ylcarboxylic acids.
    • 本发明涉及一种制备式(I)的3-二氟甲基取代的吡唑化合物的方法,其中R 1是H,卤素,硝基,C 1 -C 8 - 烷基,C 1 -C 8 - 卤代烷基,C 3 -C 8 - 环烷基, 苯基,萘基,杂芳基,氰基,-C(= O)-OR1a,-C(= O)-NR1bR1c,-C(= O)-SR1d或-C(= S)-SR1e; R2是H,C1-C4-烷基,苄基或苯基; R 3是H,卤素,C 1 -C 8 - 烷氧基,C 1 -C 8 - 卤代烷氧基,C 3 -C 8 - 环烷氧基,C 2 -C 8 - 烯氧基,C 1 -C 8 - 烷硫基,C 1 -C 8 - 卤代烷硫基,C 3 -C 8环 - C 2 -C 8 - 烯硫基; 式(II.a)或(II.b)化合物,其中R 1和R 3各自具有上述定义之一; R4是卤素,-OR4a,-SR4a,-O-SO2-R4a或-NR4bR4c基团; R 5和R 6各自为C 1 -C 8 - 烷基,C 1 -C 8 - 卤代烷基,C 3 -C 8 - 环烷基,苄基或苯基,或与它们所键合的氮原子一起为3-至8-元杂环; 式(II.b)化合物的路易斯酸加合物; 使用式(II.a)或(II.b)化合物和路易斯酸加成物制备式(I)或(VI)化合物的方法; 以及将这些化合物转化为相应的3-二氟 - 吡唑-4-基羧酸的方法。