Pyridine (thio)amides as fungicidal compounds

The compound of formula (I), or a salt, N-oxide, or solvate thereof,

• wherein
• T is O or S,
• n is 1,
• m is 0 or 1,
• R1 is hydrogen, hydroxyl, cyano, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkoxy-C1-C6-alkyl, —C(═O)R10 or —C(═O)(OR11),
• wherein
• R10 and R11 are independently C1-C6-alkyl,
• R2 and R3 are independently hydrogen, halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-alkoxycarbonyl or C3-C6-cycloalkyl,
• or
• R2 and R3 form together with the carbon atom to which they are attached to a C3-C6-cycloalkyl-ring,
• R4 and R5 are independently hydrogen, halogen, C1-C4-alkyl or C1-C4-haloalkyl,
• or
• R4 and R5 form together with the carbon atom to which they are attached to a C3-C6-cycloalkyl-ring,
• or
• R2 and R4 form together with the carbon atom to which they are attached to a C3-C6-cycloalkyl-ring,
• and
• R3 and R5 are independently hydrogen or halogen,
• R6 is indanyl, tetrahydronaphthalenyl, spiro [cyclopropane-1,2′-indane] yl, phenyl, naphthyl, dihydrobenzofuranyl, chromanyl, isochromanyl, 1,3-benzodioxolyl, dihydro-1,4-benzodioxinyl, tetrahydrobenzothiophenyl, furanyl, pyrazolyl, thienyl, pyridinyl, pyrimidinyl, indolyl, benzoxazolyl, benzimidazolyl, benzothienyl, imidazopyidinyl, quinolinyl, isoquinolinyl, phenyloxy or benzyloxy,
• wherein indanyl, tetrahydronaphthalenyl, spiro [cyclopropane-1,2′-indane] yl, phenyl, naphthyl, dihydrobenzofuranyl, chromanyl, isochromanyl, 1,3-benzodioxolyl, dihydro-1,4-benzodioxinyl, tetrahydrobenzothiophenyl, furanyl, pyrazolyl, thienyl, pyridinyl, pyrimidinyl, indolyl, benzoxazolyl, imidazopyidinyl, quinolinyl, isoquinolinyl, phenyloxy and benzyloxy are optionally substituted with one to three R6S substituents,
• wherein
• R6S is independently halogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl, phenyl, pyrazolyl, imidazolyl, pyridinyl, oxetanyl, azetidinyl, tetrahydrofuranyl, pyrrolidinyl, tetrahydropyranyl, —C(═O)R16 or —C(═O)(OR17),
• wherein said C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl and C2-C6-haloalkynyl are furthermore optionally substituted with one or two substituents independently selected from the group consisting of cyano, hydroxyl, C1-C4-alkoxy, C1-C4-haloalkoxy, —O—Si(C1-C4-alkyl)3, —Si(C1-C4-alkyl)3, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, oxetanyl, azetidinyl, tetrahydrofuranyl, pyrrolidinyl and tetrahydropyranyl,
• and
• wherein said C3-C6-cycloalkyl, phenyl, pyrazolyl, imidazolyl, pyridinyl, oxetanyl, azetidinyl, tetrahydrofuranyl, pyrrolidinyl and tetrahydropyranyl are furthermore optionally substituted with one or two substitutents independently selected from the group consisting of halogen, C1-C4-alkyl, C1-C4-haloalkyl and C1-C4-alkoxycarbonyl,
• R16 is C1-C6-alkyl,
• R17 is hydrogen or C1-C6-alkyl,
• R7 is hydrogen, halogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C6-cycloalkyl, phenyl, naphthyl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclyl, —N(R20)2, —C(═NR21)R22, —C(═O)(OR25) or —C(═O)N(R26)2,
• wherein C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl and C1-C6-haloalkylsulfonyl are optionally substituted with one to three R7S substituents,
• wherein C3-C6-cycloalkyl, phenyl, naphthyl, 5- or 6-membered heteroaryl and 3- to 7-membered heterocyclyl are optionally substituted with one to three R7Sc substituents,
• wherein
• R7Sa is independently cyano, hydroxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C8-cycloalkyl, C1-C6-alkoxycarbonyl, —Si(C1-C6-alkyl)3 and phenyl
• R7Sc is independently halogen, hydroxyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy or C1-C6-haloalkoxy,
• and wherein
• R20 is hydrogen, C1-C4-alkyl, C1-C4-haloalkyl or C3-C6-cycloalkyl,
• wherein C3-C6-cycloalkyl is optionally substituted with one or two substitutents independently selected from the group consisting of halogen and C1-C4-alkyl,
• R21 is hydroxyl, C1-C4-alkyl or C1-C4-alkoxy,
• R22 is C1-C4-alkyl or C1-C4-haloalkyl,
• R25 and R26 are independently hydrogen or C1-C6-alkyl,
• R8 is hydrogen, halogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkyl, phenyl, naphthyl, 3- to 10-membered heterocyclyl, 5- to 10-membered heteroaryl, C3-C8-cycloalkoxy, phenoxy, napthyloxy, 3- to 10-membered heterocyclyloxy, 5 to 10-membered heteroaryloxy or —N(R30)2,
• wherein
• said C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl and C1-C6-haloalkylsulfonyl are optionally substituted with one to three R8Sa substituents,
• said C3-C8-cycloalkyl, phenyl, naphthyl, 3- to 10-membered heterocyclyl, 5- to 10-membered heteroaryl, C3-C8-cycloalkoxy, phenoxy, naphthyloxy, 3- to 10-membered heterocyclyloxy and 5- to 10-membered heteroaryloxy are optionally substituted with one to three R8Se substituents,
• and wherein
• R30 is hydrogen, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C3-C6-cycloalkyl or phenyl,
• wherein
• said C1-C6-alkyl, C2-C6-alkenyl and C2-C6-haloalkenyl in turn are optionally substituted with one or two R8Sa substituents,
• said C3-C6-cycloalkyl and phenyl in turn are optionally substituted with one or two R8Sc substituents,
• and wherein
• R8Sa is independently selected from the group consisting of hydroxyl, carboxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxy-C1-C6-alkoxy, C1-C6-alkoxycarbonyl, C3-C6-cycloalkyl, C1-C6-alkylsulfanyl, —O—Si(C1-C6-alkyl)3, 3- to 7-membered heterocyclyl and —N(R32)2,
• R32 is independently hydrogen, formyl, C1-C6-alkyl or C1-C6-alkylcarbonyl,
• R8Sc is independently selected from the group consisting of halogen, cyano, hydroxyl, oxo, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-alkoxycarbonyl, C3-C6-cycloalkyl and 3- to 7-membered heterocyclyl,
• wherein
• said 3- to 7-membered heterocyclyl in turn is optionally substituted with one or two substituents independently selected from the group C1-C4-alkyl,
• or
• two R8Sc substituents optionally form together with the carbon atom to which they are attached to a 3- to 7-membered heterocyclyl-ring,
• R9 is hydrogen, or halogen, and
• Q is phenyl, naphthyl, bicyclo[4.2.0]octa-1(6) 2,4-trienyl, indanyl, tetrahydronaphthalenyl, indenyl, dihydronaphthalenyl, dihydrobenzofuranyl, dihydroisobenzofuranyl, indolinyl, 1,3-benzodioxolyl, chromanyl, dihydro-1,4-benzodioxinyl, [1,3]dioxolo[4,5-b]pyridinyl, 4a,5,6,7-tetrahydropyrrolo [1,2-b]pyridazinyl, tetrahydroquinolinyl, dihydro-5H-cyclopenta [b] pyridinyl, dihydrobenzofuranyl, pyrrolyl, furanyl, thienyl, imidazolyl, triazolyl, oxazolyl, thiazolyl, pyridinyl, pyridazinyl, pyrimidinyl, indolyl, benzimidazolyl, indazolyl, benzofuranyl, benzothiophenyl, benzothiazolyl, benzoxazolyl, quinolinyl, furopyridinyl, thienothiophenyl or thienothiazolyl,
• wherein phenyl is substituted by one to four substituents QS,
• and
• wherein naphthyl, bicyclo[4.2.0]octa-1(6)2,4-trienyl, indanyl, tetrahydronaphthalenyl, indenyl, dihydronaphthalenyl, dihydrobenzofuranyl, dihydroisobenzofuranyl, indolinyl, 1,3-benzodioxolyl, chromanyl, dihydro-1,4-benzodioxinyl, [1,3]dioxolo[4,5-b]pyridinyl, 4a,5,6,7-tetrahydropyrrolo [1,2-b]pyridazinyl, tetrahydroquinolinyl, dihydro-5H-cyclopenta [b]pyridinyl, dihydrobenzofuranyl, pyrrolyl, furanyl, thienyl, imidazolyl, triazolyl, oxazolyl, thiazolyl, pyridinyl, pyridazinyl, pyrimidinyl, indolyl, benzimidazolyl, indazolyl, benzofuranyl, benzothiophenyl, benzothiazolyl, benzoxazolyl, quinolinyl, furopyridinyl, thienothiophenyl and thienothiazolyl are optionally substituted by one to four substituents QS,
• wherein
• QS is independently selected from the group consisting of halogen, cyano, nitro, hydroxyl, formyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C3-C6-cycloalkyl, oxetanyl, phenyl, pyrazolyl, pyridinyl and —N(R43)2,
• wherein
• said C1-C6-alkyl and C1-C6-alkoxy are optionally substituted with one or two substituents independently selected from the group consisting of hydroxyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkoxycarbonyl and C1-C4-haloalkoxycarbonyl,
• said C3-C6-cycloalkyl, oxetanyl, phenyl, pyrazolyl and pyridinyl are optionally substituted with one or two substituents independently selected from the group consisting of halogen, C1-C6-alkyl and C1-C6-haloalkyl,
• and wherein
• R43 is independently hydrogen or C1-C6-alkyl.