Patent CA-2021925-A1 (CA)
Title: Pyridopyrimidine derivatives
Inventor: HACKLER RONALD E
IPC: C07F7/18
Filed: 1990-07-25
Abstract: Abstract Compounds of the formula (1):               (1) wherein one or two of A, B, E, or D are N, and the others are CR1 or A, E, and D are N and B is CR1; where R1 and R2 are independently H, halo, (C1-C4) alkyl, (C3-C4) branched alkyl, (C1-C4) alkoxy, halo (C1-C4) alkyl, phenyl, or substituted phenyl;          X is O, S, SO, SO2, NR3, or CR4R5, where R3 is H, (C1-C4) alkyl, or (C1-C4) acyl, and R4 and R5 are in-dependently H, (C1-C4) acyl, (C1-C4) alkyl, (C2-C4) alk-enyl or -alkynyl, CN, or OH, or R4 and R5 combine to form a carbocyclic ring containing four to six carbon atoms;          Y is a bond or an alkylene chain one to six carbon atoms long, optionally including a carbocyclic ring, and optionally including a hetero atom selected from O, NR3, S, SO, SO2, or SiR20R21, where R3 is as de-fined above and R20 and R21 are independently (C1-C4) alkyl, (C3-C4 ) branched alkyl, phenyl, or substituted phenyl, and optionally substituted with (C1-C4) alkyl, (C2-C4) alkenyl or -alkynyl, branched (C3-C7 ) alkyl, (C3-C7 ) cycloalkyl or -cycloalkenyl, halo, hydroxy, or acetyl, and Z is (a)  a C1-C12 saturated or unsaturated hydro-carbon chain, straight chain or branched optionally in-cluding a hetero atom selected from O, S, SO, SO2, or SiR20R21, where R20 and R21 are as defined above, and optionally substituted with halo, halo (C1-C4) alkoxy, hydroxy, (C3-C8) cycloalkyl or cycloalkenyl, or (C1-C4) acyl;          (b)  (C3-C8) cycloalkyl or cycloalkenyl, option-ally substituted with (C1-C4) alkyl, (C1-C4) alkoxy, halo (C1-C4) alkyl, halo (C1-C4) alkoxy, halo, hydroxy, or (C1-C4 ) acyl;          (c)  a phenyl group of the formula (2)         (2) where R6 to R10 are independently H, halo, I, (C1-C10) alkyl, (C3-C8) alkenyl or -alkynyl, branched ( C3-C6 ) alkyl, -alkenyl, or -alkynyl, (C3-C8) cycloalkyl or -cycloalkenyl, halo (C1-C7) alkyl, (C1-C7) alkoxy, (C1-C7) alkylthio, halo (C1-C7) alkoxy, phenoxy, substituted phenoxy, phenyl-thio, substituted phenylthio, phenyl, substituted phenyl, NO2, acetoxy, OH, CN, SiR11R12R13, OSiR11R12R13, NR14R15 S(O)R16, or SO2R17 where R11, R12, and R13 are independ-ently (C1-C4 ) alkyl, (C3-C4 ) branched alkyl, phenyl, or substituted phenyl, R14 and R15 are independently H, (C1-C4) alkyl, or (C1-C4) acyl, and R16 and R17 are (C1-C10) alkyl, phenyl, or substituted phenyl;     (d)  a furyl group of formula (3)      (3) where R18 is H, halo, halomethyl, CN, NO2, (C1-C4) alkyl, (C3-C4) branched alkyl, phenyl, or (C1-C4) alkoxy;           (e)  a thienyl group of the formula (4)      (4) where R18 is as defined in paragraph (d);           (f)  a group of formula (5) or (6)      (5)         (6) where R18 is as defined in paragraph (d), J is N or CH, and G is O, NR19, or S, provided that if J is not N then G is NR19, where R19 is H, (C1-C4) alkyl, (C1-C4) acyl, phenylsulfonyl, or substituted phenylsulfonyl;    (g)  a group selected from optionally substituted naphthyl, dihydro-naphthyl, tetrahydronaphthyl, and decahydronaphthyl;         optionally substituted pyridyl; optionally substituted indolyl;     and 1,3-benzodioxolyl; or an acid addition salt of a compound of formula (1) are plant fungicides, miticides, and insecticides.