Bicyclic pyridinylpyrazoles

A compound of formula (I), or an agrochemically active salt thereof,

• in which:
• Y together with the adjacent nitrogen atom “1” and the two carbon atoms “2” and “3” forms a 5- to 7-membered non-aromatic heterocyclic ring whose further ring members are selected from the group consisting of C(R2)2, O, S, NR3, C(R2)═C(R2), C(R2)═N, N═N, C(═O), C(═S), C(═NR4), S(═O)p(═NR4)q and SiR5aR5b;
• R2 represent in each case independently of one another H, halogen, cyano, —CHO, —NHCHO, —N3, —N═C═O, —N═C═S, —SH, —C(—O)NH2, —C(═O)NHCN, —C(═O)OR6, —C(═O)NHOR6a, C1-C5-alkyl, C2-C5-alkenyl, C2-C5-alkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C3-C6-cycloalkenyl, C1-C5-haloalkyl, C1-C5-alkoxy, C1-C5-haloalkoxy, C3-C6-cycloalkoxy, C2-C5-alkenyloxy, C3-C5-haloalkenyloxy, C2-C5-alkynyloxy, C2-C5-alkylcarbonyl, C2-C5-alkylcarbonyloxy, C2-C5-haloalkylcarbonyloxy, C3-C5-alkoxycarbonylalkoxy, C1-C5-alkylthio, C1-C5-haloalkylthio, C3-C6-cycloalkylthio, C2-C5-alkyl(thiocarbonyl), C2-C5-alkylthio(thiocarbonyl), C1-C5-alkylsulphinyl, C1-C5-haloalkylsulphinyl, C3-C6-cycloalkylsulphinyl, C1-C5-alkylsulphonyl, C1-C5-haloalkylsulphonyl, C3-C6-cycloalkylsulphonyl, C3-C5-trialkylsilyl, C3-C5-halotrialkylsilyl, C1-C5-alkylamino, C2-C5-haloalkylamino, C3-C6-cycloalkylamino, C2-C5-dialkylamino or C3-C5-halodialkylamino;
• R3 represents H, —CN, —C(═O)NH2, —C(═O)NHCN, —CHO, —NHCHO, —C(═O)OR6, —C(═O)NHOR6a, hydroxyl, C1-C5-alkyl, C2-C5-alkenyl, C2-C5-alkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C3-C6-cycloalkenyl, C4-C10-cycloalkylalkyl, C4-C7-alkylcycloalkyl, C5-C7-alkylcycloalkylalkyl, C2-C5-haloalkyl, C1-C4-alkylcarbonyl, C1-C4-haloalkylcarbonyl, C3-C7-cycloalkylcarbonyl, C1-C6-alkoxycarbonyl, C1-C4-haloalkoxycarbonyl, C3-C6-cycloalkoxycarbonyl, C2-C6-alkoxyalkylcarbonyl, C2-C6-alkoxyalkoxycarbonyl, C1-C6-(alkylthio)carbonyl, C1-C6-alkoxy(thiocarbonyl), C1-C6-alkyl(thiocarbonyl), C1-C6-alkylthio(thiocarbonyl), C1-C6-alkylaminocarbonyl, C3-C6-cycloalkylaminocarbonyl, C2-C6-dialkylaminocarbonyl, C1-C6-alkylamino(thiocarbonyl), C2-C6-dialkylamino(thiocarbonyl), C2-C6-alkoxy(alkyl)aminocarbonyl, C3-C6-alkoxy, C1-C5-haloalkoxy, C1-C5-alkylthio, C1-C5-haloalkylthio, C3-C6-cycloalkylthio, C1-C5-alkylaminosulphonyl, C3-C5-trialkylsilyl or C3-C5-halotrialkylsilyl;
• R4 in each case represents H, cyano, amino, hydroxyl, C1-C6-alkyl, C3-C6-cycloalkyl, C1-C4-alkylcarbonyl, C1-C4-haloalkylcarbonyl, C1-C4-alkoxy, phenyl or benzoyl;
• R5a and R5b independently of one another represent C1-C4-alkyl, C2-C5-alkenyl, C2-C5-alkynyl, C3-C5-cycloalkyl, C3-C6-halocycloalkyl, C4-C7-cycloalkylalkyl, C4-C7-alkylcycloalkyl, C5-C7-alkylcycloalkylalkyl, C1-C5-haloalkyl, C1-C5-alkoxy or C1-C5-haloalkoxy;
• R6 in each case represents H, C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, C4-C7-cycloalkylalkyl, C4-C7-alkylcycloalkyl or benzyl;
• R6a in each case represents C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, C4-C7-cycloalkylalkyl or C4-C7-alkylcycloalkyl;
• A represents a phenyl ring which may optionally be mono- or polysubstituted by R7, or represents a thiophenyl ring which may optionally be mono- or polysubstituted by R8;
• R7 independently of one another represent halogen, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C4-C7-alkylcycloalkyl, C1-C6-haloalkyl, C2-C6-haloalkenyl, cyano, nitro, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylsulphinyl, C1-C6-alkylsulphonyl, C1-C6-haloalkylthio, C1-C6-haloalkylsulphinyl, C1-C6-haloalkylsulphonyl, C1-C6-alkylamino, C2-C6-dialkylamino, C1-C6-alkylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-alkylaminocarbonyl, C2-C6-dialkylaminocarbonyl or C3-C6-trialkylsilyl;
• R8 independently of one another represent halogen, cyano, C1-C3-alkyl, C1-C3-alkoxy, C1-C3-haloalkyl, or C1-C3-haloalkoxy;
• R1 represents H, halogen, cyano, hydroxyl, C1-C4-alkyl, CONR9aR9b, COOH, COOR12, —NR9aR9b, —N(R9b)COR9a, —N(R9b)CSR9a, —N(R9b)COOR12, —N(R9b)SO2R12, —NR10—NR11aR11b, —S(O)mR12, —OR12, —N═CR13aR13b or —NR10N═CR14aR14b;
• R9a and R11a independently of one another each represent H, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-haloalkyl, C2-C6-haloalkenyl, C2-C6-haloalkynyl, C2-C6-alkoxyalkyl, C3-C6-alkoxyalkoxyalkyl, C3-C6-alkoxyalkenyl, C3-C6-alkoxyalkynyl, C3-C6-dialkoxyalkyl, C4-C10-trialkoxyalkyl, C2-C6-haloalkoxyalkyl, C2-C6-alkoxyhaloalkyl, C2-C6-haloalkoxyhaloalkyl, C1-C6-hydroxyalkyl, C1-C10-cyanoalkyl, C2-C6-alkylthioalkyl, C2-C6-alkylsulphinylalkyl, C3-C6-alkylaminoalkyl, C3-C6-haloalkylaminoalkyl, C5-C10-cycloalkylaminoalkyl, C4-C10-dialkylaminoalkyl, C4-C10-halodialkylaminoalkyl, C5-C10-cycloalkyl(alkyl)aminoalkyl or —(CR15aR15b)mR16;
• R9b and R11b independently of one another each represent H, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-haloalkyl, C2-C6-haloalkenyl, C2-C6-haloalkynyl, C2-C6-alkoxyalkyl, C3-C6-alkoxyalkoxyalkyl, C3-C6-alkoxyalkenyl, C3-C6-alkoxyalkynyl, C3-C6-dialkoxyalkyl, C4-C10-trialkoxyalkyl, C2-C6-haloalkoxyalkyl, C2-C6-alkoxyhaloalkyl, C2-C6-haloalkoxyhaloalkyl, C1-C6-hydroxyalkyl, C1-C10-cyanoalkyl, C2-C6-alkylthioalkyl, C2-C6-alkylsulphinylalkyl, C3-C6-alkylaminoalkyl, C3-C6-haloalkylaminoalkyl, C5-C10-cycloalkylaminoalkyl, C4-C10-dialkylaminoalkyl, C4-C10-halodialkylammoalkyl, C5-C10-cycloalkyl(alkyl)aminoalkyl or —(CR15aR15b)mR16;
• or
• R9a and R9b or R11a and R11b in each case together with the nitrogen atom or the (NCO) unit or the (NCS) unit to which they are attached form a 3- to 6-membered ring which may optionally additionally comprise ring members selected from the group consisting of O, NR3, C(═O), C(═S), C(═NR4), SiR5aR5b and S(═O)p(═NR4)q and which may optionally be substituted at the ring carbon atoms by 1 to 4 substituents selected from the group consisting of halogen, —CN, C1-C2-alkyl and C1-C2-alkoxy;
• R12 in each case represents C1-C10-alkyl, C2-C10-alkenyl, C2-C10-alkynyl, C1-C10-haloalkyl, C2-C10-haloalkenyl, C2-C10-haloalkynyl, C2-C10-alkoxyalkyl, C3-C10-alkoxyalkoxyalkyl, C3-C10-alkoxyalkenyl, C3-C10-alkoxyalkynyl, C3-C10-dialkoxyalkyl, C4-C10-trialkoxyalkyl, C2-C10-haloalkoxyalkyl, C2-C10-alkoxyhaloalkyl, C2-C10-haloalkoxyhaloalkyl, C2-C10-hydroxyalkyl, C2-C10-cyanoalkyl, C2-C10-alkylthioalkyl, C2-C10-alkylsulphinylalkyl, C3-C10-alkylaminoalkyl, C3-C10-haloalkylaminoalkyl, C5-C10-cycloalkylaminoalkyl, C4-C10-dialkylaminoalkyl, C4-C10-halodialkylaminoalkyl, C6-C10-cycloalkyl(alkyl)-aminoalkyl or —(CR15aR15b)mR16;
• R15a and R15b independently of one another represent H, halogen, C1-C5-alkyl, C1-C5-haloalkyl or C1-C5-alkoxy;
• or
• a geminal pair of R15a and R15b together with the carbon atom to which it is attached forms C(═O) or a C3-C6-cycloalkyl ring or a C3-C6-halocycloalkyl ring;
• R16 represents phenyl, C3-C8-cycloalkyl, C3-C8-cycloalkenyl, a 5- or 6-membered heteroaromatic ring or naphthalenyl or an 8-, 9- or 10-membered heteroaromatic bicyclic ring system, or a 5- or 6-membered heterocyclic non-aromatic ring which optionally contains ring members selected from the group consisting of C(═O), C(═S), C(═NR4), SiR5aR5b and S(═O)p(═NR4)q;
• where each ring or each ring system may optionally be substituted at the ring carbon atoms by up to 5 substituents independently of one another selected from R17;
• R17 in each case independently of one another represent halogen, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C6-cycloalkyl, C4-C10-alkylcycloalkyl, C3-C6-halocycloalkyl, C1-C6-haloalkyl, C2-C6-haloalkenyl, cyano, nitro, C1-C6-alkoxy, C3-C8-cycloalkoxy, C3-C8-halocycloalkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-alkylsulphinyl, C1-C6-alkylsulphonyl, C1-C6-haloalkylthio, C1-C6-haloalkylsulphinyl, C1-C6-haloalkylsulphonyl, C1-C6-alkylamino, C1-C6-dialkylamino, C1-C6-alkylcarbonyl, C1-C6-alkoxycarbonyl, C1-C6-alkylaminocarbonyl, C3-C6-dialkylaminocarbonyl, C3-C6-trialkylsilyl, phenyl, naphthalenyl or a 5- or 6-membered heteroaromatic ring;
• m represents 0, 1 or 2;
• R10 in each case represents H, C1-C5-alkyl, C2-C5-alkenyl, C2-C5-alkynyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C1-C5-haloalkyl, C2-C5-haloalkenyl, C2-C5-haloalkynyl, C2-C5-alkoxyalkyl, C2-C5-alkylcarbonyl or C1-C5-alkoxy;
• R13a and R13b independently of one another represent H, —CN, —C(═O)OR18, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C3-C8-cycloalkenyl, C4-C10-cycloalkylalkyl, C4-C10-alkylcycloalkyl, C5-C10-alkylcycloalkylalkyl, C1-C6-alkylamino, C2-C6-dialkylamino, C2-C6-alkylaminoalkyl, C2-C6-haloalkylaminoalkyl, C4-C6-cycloalkylaminoalkyl, C3-C6-dialkylaminoalkyl, C3-C6-halodialkylaminoalkyl, C5-C10-cycloalkyl(alkyl)aminoalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C10-cycloalkoxy, C1-C10-alkylthio, C1-C10-haloalkylthio, C3-C10-cycloalkylthio, C3-C10-trialkylsilyl or C3-C10-halotrialkylsilyl, or phenyl or a 5- or 6-membered heteroaromatic ring, or an 8-, 9- or 10-membered heteroaromatic bicyclic ring system, or a 5- or 6-membered heterocyclic non-aromatic ring which optionally contains ring members selected from the group consisting of NR3, C(═O), C(═S), C(═NR4), SiR5aR5b and S(═O)p(═NR4)q;
• where each ring or each ring system may optionally be substituted at the ring carbon atoms by 1 to 5 substituents selected from the group consisting of C1-C3-alkyl, halogen, —CN and C1-C3-alkoxy;
• or
• R13a and R13b together with the carbon atom to which they are attached form a 3- to 6-membered ring, where said ring may optionally contain ring members selected from the group consisting of NR3, C(═O), C(═S), C(═NR4), SiR5aR5b and S(═O)p(═NR4)q and may optionally be substituted at the ring carbon atoms by 1 to 4 substituents selected from the group consisting of C1-C2-alkyl, halogen, —CN and C1-C2-alkoxy;
• R14a and R14b independently of one another represent H, —CN, —C(═O)OR18, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C3-C8-cycloalkenyl, C4-C10-cycloalkylalkyl, C4-C10-alkylcycloalkyl, C5-C10-alkylcycloalkylalkyl, C1-C6-alkylamino, C2-C6-dialkylamino, C2-C6-alkylaminoalkyl, C2-C6-haloalkylaminoalkyl, C4-C6-cycloalkylaminoalkyl, C3-C6-dialkylaminoalkyl, C3-C6-halodialkylaminoalkyl, C5-C10-cycloalkyl(alkyl)aminoalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C10-cycloalkoxy, C1-C10-alkylthio, C1-C10-haloalkylthio, C3-C10-cycloalkylthio, C3-C10-trialkylsilyl or C3-C10-halotrialkylsilyl, or phenyl or a 5- or 6-membered heteroaromatic ring, or an 8-, 9- or 10-membered heteroaromatic bicyclic ring system, or a 5- or 6-membered heterocyclic non-aromatic ring which optionally contains ring members selected from the group consisting of NR3, C(═O), C(═S), C(═NR4), SiR5aR5b and S(═O)p(═NR4)q;
• where each ring or each ring system may optionally be substituted at the ring carbon atoms by 1 to 5 substituents selected from the group consisting of C1-C3-alkyl, halogen, —CN and C1-C3-alkoxy;
• or
• R14a and R14b together with the carbon atom to which they are attached form a 3- to 6-membered ring, where said ring may optionally contain ring components selected from the group consisting of NR3, C(═O), C(═S), C(═NR4), SiR5aR5b and S(═O)p(=NR4)q and may optionally be substituted at the ring carbon atoms by 1 to 4 substituents selected from the group consisting of C1-C2-alkyl, halogen, —CN and C1-C2-alkoxy;
• p and q independently of one another represent 0, 1 or 2, provided the sum of p and q is 1 or 2;
• R18 represents C1-C6-alkyl, C1-C6-haloalkyl, C3-C6-cycloalkyl, C4-C7-cycloalkylalkyl or C4-C7-alkylcycloalkyl,
• W represents H
• or
• W represents halogen, CN, C1-C4-haloalkyl, C1-C4-alkyl, or C1-C4-alkoxy.