Patent EP-2092824-A1 (EP)
Inventor: MUELLER MICHAEL
IPC: C07D403/04
Filed: 2008-02-25
Abstract: Heterocyclyl-pyrimidine compounds (I) and their salts are new. Heterocyclyl-pyrimidine compounds of formula (I) and their salts are new. X : alkyl or phenyl (both optionally substituted), H, halo or CN; Z : alkoxy, alkylthio or alkylsulfonyl (all optionally substituted) or -N(R 1>)-R 2>; Y 1>aryl, heterocyclyl, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, arylalkyl, amino, 1-8C alkoxy, 1-8C alkylthio, 6-10C aryloxy, 6-10C arylthio, heterocyclyloxy, 6-10C aryl-1-4C alkoxy, 6-10C aryl-1-4C alkylthio, heterocyclyl-(1-4C)-alkoxy or heterocyclyl-(1-4C)-alkylthio (all optionally substituted) or halo; A : 3-10 membered saturated, partially unsaturated or aromatic mono- or bicyclic heterocycle containing up to 4 heteroatom comprising O, N or S (optionally substituted by 1-3 R1d); R1d : halo, OH, CN, oxo, nitro, amino, mercapto, 1-6C alkyl, 1-6C haloalkyl, 2-6C alkenyl, 2-6C alkynyl, 3-6C cycloalkyl, 1-6C alkoxy, 1-6C haloalkoxy, 1-7C alkylcarbonylamino, 1-6C alkylamino, di-(1-6C alkyl)amino, 1-6C alkylthio, 1-6C alkylsulfinyl, 1-6C alkylsulfonyl, aminosulfonyl, 1-6C alkylaminosulfonyl or di-(1-6C alkyl)aminosulfonyl; W 1>-N(R 4>)-R 5>or (-N ->-R 5>)(M 1>); either R 1>H, alkyl, alkenyl, alkynyl, cycloalkyl, haloalkyl, heterocyclyl, OH, alkoxy, amine, alkylamine, dialkylamine, hydroxyalkyl, alkylcarbonyloxyalkyl or alkyloxycarbonyloxyalkyl; and R 2>H or alkyl; or NR 1>R 2>heterocyclic ring (optionally substituted); R 4>alkyl, alkenyl, alkynyl, cycloalkyl, phenyl, heteroaryl, arylalkyl, heteroarylalkyl or optionally saturated heterocyclyl (all optionally substituted) or H; M 1>cation; R 5>saturated, partially or completely unsaturated or aromatic, optionally substituted 5- or 6-ring heterocyclyl (containing one or up to three further heteroatom comprising N, S and\or O atom, where O atom may not be adjacent), COR 7>, S(O) 1 - 2R 7>, CN, COOR 7>, CON(R 7>)-R 8>, P(=L)(R 9>)-R 1> 0>or CON=S(R 1> 1>)-(R 1> 2>); L : O or S; either R 7>H, alkyl, alkenyl, alkynyl, haloalkyl, cycloalkyl-alkyl, cycloalkyl, cycloalkenyl, aryl, heteroaryl, arylalkyl or heteroarylalkyl; and R 8>alkyl, alkenyl, alkynyl or alkoxy (optionally substituted), H or NH-R 4>; or NR 7>R 8>optionally substituted and saturated ring (optionally interrupted by further heteroatom); either R 9>, R 1> 0>optionally substituted alkyl, alkenyl, alkoxy, alkenyloxy, alkynyloxy, cycloalkoxy, cycloalkenyloxy, cycloalkylalkoxy, alkylthio, alkenylthio, phenoxy, phenylthio, benzyloxy, benzylthio, heteroaryloxy, heteroarylthio, heteroarylalkoxy or heteroarylalkylthio; or PR 9>R 1> 0>optionally substituted 5-7-membered cycle that can be interrupted by one or two O and/or S; and R 1> 1>, R 1> 2>optionally substituted alkyl, alkenyl, alkynyl, phenyl or phenylalkyl. Independent claims are included for: (1) the preparation of (I); (2) acid substituted pyrimidine compounds of formula (V); and (3) an agent for combating animal pests and/or plant pathogenic fungal damage in and/or on plants or in and/or on seeds of plants, comprising: either (I) or their salts, and an auxiliary material and/or additives; or (I) or their salts and at least one ammonium or phosphonium salt of formula ([R 2> 9>-Q +>(R 2> 6>)(R 2> 8>)-R 2> 7>] nR 3> 0>(n ->)). Q : N or P; R 2> 6>-R 2> 9>1-8C alkyl or one or more times unsaturated 1-8C alkylene (both optionally substituted by halo, nitro or CN) or H; n : 1-4; and R 3> 0>inorganic or organic anion. [Image] [Image] ACTIVITY : Fungicide; Pesticide; Insecticide; Arachnicide; Antihelmintic; Nematocide; Acaricide; Antibacterial; Virucide; Antiparasitic; Antifouling; Cytostatic. MECHANISM OF ACTION : None given.