RU2010134900A - 5-фторпиримидиновые производные в качестве фунгицидов - Google Patents
5-фторпиримидиновые производные в качестве фунгицидов Download PDFInfo
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Abstract
Соединение формулы I ! ! где R1 представляет собой -N(R3)R4; ! R2 представляет собой -OR21; ! R3 представляет собой: ! H; ! C1-C6-алкил, необязательно замещенный 1-3 группами R5; ! C2-C6-алкенил, необязательно замещенный 1-3 группами R5; ! 5- или 6-членный гетероароматический цикл, выбранный из группы, состоящей из фуранила, пиридинила, пиридинил-N-оксида, пиримидинила, пиридазинила, пиразинила, тиазолила, триазинила, тиадиазолила, оксазолила, изоксазолила, триазолила; при этом каждый гетероароматический цикл необязательно замещен 1-3 группами R29; ! имидазол, конденсированный с ароматическим или гетероароматическим циклом, выбранным из группы, состоящей из бензола, оксазола, изоксазола, фурана, тиазола, пиримидина, пиридина, пиррола, пиразина, тиофена; при этом каждый ароматический или гетероароматический цикл необязательно замещен 1-3 группами R29; ! бензо[1,3]диоксолил; ! 3H-изобензофуран-1-онил; ! циано; ! C3-C6-алкинил, необязательно замещенный 1-3 группами R5; ! -C(=O)R6; ! -C(=O)OCH2C(=O)R8; ! -C(=S)R6; ! -C(=S)NHR8; ! -C(=O)N(R8)R10; ! -OR7; ! -P(O)(OR15)2; ! -S(O)2R8; ! -SR8; ! -Si(R8)3; ! -N(R9)R10; ! -N=C(R15)R16; ! -(CHR24)mR29; ! -(CHR24)OR29; или ! -C(=NR16)SR16; ! где m равно целому числу от 1 до 3; ! R4 представляет собой: ! H; ! C1-C6-алкил, необязательно замещенный 1-3 группами R5; ! -C(=O)R6; или ! -C(=O)N(R8)R10; ! в качестве альтернативы R3 и R4, взятые вместе, могут образовывать: ! 5- или 6-членный насыщенный или ненасыщенный цикл, содержащий 1-3 гетероатома, где каждый цикл необязательно может быть замещен 1-3 группами R11; ! =C(R12)N(R13)R14; ! =C(R15)OR15; ! или ! =NR31; ! R5 независимо представляет собой галоген, C1-C6-алкил, C1-C4-галогеналкил, C1-C4-алкокси, C1-C4-галогеналкокси, C1-C4-алкилтио, C1-C4-галогеналкилтио, амино, C1-C3-алкиламино, C2-C6-алкоксикарбонил, C2-C6-алкилкарбонил,
Claims (1)
- Соединение формулы Iгде R1 представляет собой -N(R3)R4;R2 представляет собой -OR21;R3 представляет собой:H;C1-C6-алкил, необязательно замещенный 1-3 группами R5;C2-C6-алкенил, необязательно замещенный 1-3 группами R5;5- или 6-членный гетероароматический цикл, выбранный из группы, состоящей из фуранила, пиридинила, пиридинил-N-оксида, пиримидинила, пиридазинила, пиразинила, тиазолила, триазинила, тиадиазолила, оксазолила, изоксазолила, триазолила; при этом каждый гетероароматический цикл необязательно замещен 1-3 группами R29;имидазол, конденсированный с ароматическим или гетероароматическим циклом, выбранным из группы, состоящей из бензола, оксазола, изоксазола, фурана, тиазола, пиримидина, пиридина, пиррола, пиразина, тиофена; при этом каждый ароматический или гетероароматический цикл необязательно замещен 1-3 группами R29;бензо[1,3]диоксолил;3H-изобензофуран-1-онил;циано;C3-C6-алкинил, необязательно замещенный 1-3 группами R5;-C(=O)R6;-C(=O)OCH2C(=O)R8;-C(=S)R6;-C(=S)NHR8;-C(=O)N(R8)R10;-OR7;-P(O)(OR15)2;-S(O)2R8;-SR8;-Si(R8)3;-N(R9)R10;-N=C(R15)R16;-(CHR24)mR29;-(CHR24)OR29; или-C(=NR16)SR16;где m равно целому числу от 1 до 3;R4 представляет собой:H;C1-C6-алкил, необязательно замещенный 1-3 группами R5;-C(=O)R6; или-C(=O)N(R8)R10;в качестве альтернативы R3 и R4, взятые вместе, могут образовывать:5- или 6-членный насыщенный или ненасыщенный цикл, содержащий 1-3 гетероатома, где каждый цикл необязательно может быть замещен 1-3 группами R11;=C(R12)N(R13)R14;=C(R15)OR15;или=NR31;R5 независимо представляет собой галоген, C1-C6-алкил, C1-C4-галогеналкил, C1-C4-алкокси, C1-C4-галогеналкокси, C1-C4-алкилтио, C1-C4-галогеналкилтио, амино, C1-C3-алкиламино, C2-C6-алкоксикарбонил, C2-C6-алкилкарбонил, C2-C6-алкиламинокарбонил, -OH, N-метилпиперазин или C3-C6-триалкилсилил;R6 независимо представляет собой H, C1-C6-алкил, C1-C5-галогеналкил, C1-C5-алкокси, C1-C5-галогеналкокси, C2-C6-алкоксикарбонил, C1-C4-алкоксиалкокси, C2-C6-алкиламинокарбонил; 1-бензо[1,2,3]тиадиазол-7-ил, тиазолил, бензил, фенил, фенокси или бензилокси, где тиазолил, бензил, фенил, фенокси или бензилокси необязательно могут быть замещены 1-3 группами R20, 5- или 6-членный насыщенный или ненасыщенный цикл, содержащий 1-3 гетероатома, где каждый цикл необязательно может быть замещен 1-3 группами R11;R7 представляет собой H, C1-C6-алкил, C2-C6-алкенил, C1-C5-галогеналкил, бензил, который необязательно может быть замещен 1-5 группами R20, CHR18C(O)OR19 или 5- или 6-членный насыщенный или ненасыщенный цикл, содержащий 1-3 гетероатома, где каждый цикл необязательно может быть замещен 1-3 группами R11;R8 независимо представляет собой C1-C6-алкил, C1-C6-галогеналкил, амино, C1-C6-алкиламино, C2-C6-диалкиламино, фенил, необязательно замещенный 1-3 группами R29, или 5- или 6-членный насыщенный или ненасыщенный цикл, содержащий 1-3 гетероатома, где каждый цикл необязательно может быть замещен 1-3 группами R11;R9 представляет собой H, C1-C6-алкил, C1-C6-галогеналкил, -C(=O)R17 или фенил, необязательно замещенный 1-3 группами R20,R10 представляет собой H или C1-C6-алкил, C1-C6-галогеналкил или фенил, необязательно замещенный 1-3 группами R20;R11 независимо представляет собой галоген, C1-C6-алкил, C1-C6-галогеналкил, C1-C6-алкокси, C1-C6-галогеналкокси, C1-C6-алкилтио, C1-C6-галогеналкилтио, амино, C1-C6-алкиламино, C2-C6-диалкиламино, C2-C6-алкоксикарбонил или C2-C6-алкилкарбонил;R12 представляет собой H или C1-C4-алкил;R13 и R14 независимо представляют собой H, циано, -OH, C1-C4-алкил, C1-C6-алкокси, C2-C6-алкилкарбонил, фенил или бензил, где фенил или бензил необязательно могут быть замещены 1-3 группами R20;в качестве альтернативы R13 и R14, взятые вместе, могут образовывать:5- или 6-членный насыщенный или ненасыщенный цикл, содержащий 1-3 гетероатома, где каждый цикл необязательно может быть замещен 1-3 группами R11;в качестве альтернативы R12 и R13, взятые вместе, могут образовывать:5- или 6-членный насыщенный или ненасыщенный цикл, содержащий 1-3 гетероатома, где каждый цикл необязательно может быть замещен 1-3 группами R11;R15 представляет собой H или C1-C6-алкил;R16 представляет собой H, C1-C6-алкил или фенил, необязательно замещенный 1-3 группами R20;в качестве альтернативы R15 и R16 могут быть взяты вместе в виде -(CH2)4- или -(CH2)5-;R17 представляет собой H, C1-C6-алкил, C1-C6-галогеналкил, C1-C6-алкокси, фенил, фенокси или бензилокси, где каждый цикл необязательно может быть замещен 1-3 группами R20;R18 представляет собой H, C1-C6-алкил или C1-C6-галогеналкил;R19 представляет собой H, C1-C6-алкил, C1-C6-галогеналкил или бензил;R20 независимо представляет собой галоген, циано, нитро, амино, C1-C6-алкоксиалкокси, C1-C6-алкил, C1-C6-галогеналкил, C1-C6-гидроксиалкил, C2-C6-алкоксиалкил, C2-C6-галогеналкоксиалкил, C2-C6-алкенил, C2-C6-галогеналкенил, C3-C6-алкинил, C3-C6-галогеналкинил, гидроксил, C1-C6-алкокси, C1-C6-галогеналкокси, C2-C6-алкенилокси, C2-C6-галогеналкенилокси, C3-C6-алкинилокси, C3-C6-галогеналкинилокси, C1-C6-алкилтио, C1-C6-галогеналкилтио, C1-C6-алкилсульфонил, C1-C6-галогеналкилсульфонил, C2-C6-алкенилтио, C2-C6-галогеналкенилтио, C2-C6-галогеналкенилсульфонил, C3-C6-алкинилтио, C3-C6-алкинилсульфонил, C3-C6-галогеналкинилсульфонил, C1-C6-алкиламино, C2-C8-диалкиламино, C3-C8-диалкиламинокарбонил, C2-C6-алкоксикарбонил, C2-C6-алкилкарбонил, C3-C6-триалкилсилил, 2-[(E)-метоксиимино]-N-метилацетамидил, фенил, бензил, бензилокси, фенокси или 5- или 6-членный гетероароматический цикл, где каждый фенил, бензил, бензилокси, фенокси или 5- или 6-членный гетероароматический цикл необязательно может быть замещен 1-3 заместителями, независимо выбранными из групп R29;R21 представляет собой:H, при условии, что как R3, так и R4 не равен Н;C1-C14-алкил;C1-C6-галогеналкил;C2-C4-алкенил;C2-C4-галогеналкенил;C3-C4-алкинил;C3-C4-галогеналкинил;фенил, нафтил или тетрагидрохинолинил, каждый из которых необязательно замещен 1-3 группами R20;-(CHR22)mR23;-(CHR22)mC(O)OR24;-(CHR22)mC(O)R25;-(CHR22)mC(O)N(R26)R27;-(CHR22)mOR28;-(CHR22)mSR28;-(CHR22)mN(R26)R27;-C(=O)R25;-N=C(R30)(R32);-NR24C(=O)OR24;-Si(R8)3;-SO2R27;C2-C6-алкоксикарбонил;сахара, выбранные из группы, состоящей из бета-D-глюкозатетраацетата, рамнозы, фруктозы и пентозы; или5- или 6-членный гетероароматический цикл, выбранный из группы, состоящей из фуранила, пиридинила, пиридинил-N-оксида, пиримидинила, пиридазинила, пиразинила, пиразолила, тиазолила, триазинила, тиадиазолила, оксазолила, триазолила или изоксазолила, где каждый 5- или 6-членный гетероароматический цикл необязательно может быть замещен 1-5 группами R20;R22 представляет собой H, C1-C6-алкил, C1-C6-алкокси, бензил или фенил, где каждый из бензила или фенила необязательно может быть замещен 1-3 группами R20;R23 представляет собой:H;C1-C6-алкил;C1-C6-галогеналкил;фенил, необязательно замещенный 1-5 группами R20;гетероароматические циклы с конденсированными кольцами, выбранные из группы, состоящей из бензотиофенила, хинолинила, изохинолинила, тиено[2,3-b]пиридила, 1-метил-1H-тиено[2,3-c]пиразолила, бензофуранила и бензоимидазолила, 2,3-дигидробензофуран-2-ила, 4-метил-4H-тиено[3,2-b]пиррол-5-ила, 1-метил-1H-индол-5-ила, имидазо[1,2-a]пиридин-2-ила, имидазо[2,1-b]тиазол-6-ила, бензотиазол-2-ила, бензо[b]тиофен-7-ила и 1-метил-1H-индазол-3-ила, где каждый из циклов может быть дополнительно замещен 1-3 группами R20;нафтил;бензо[1,3]диоксолил;пирролидинонил;оксетанил;5- или 6-членный насыщенный или ненасыщенный цикл, содержащий 1-3 гетероатома, где каждый цикл необязательно может быть замещен 1-3 группами R11; или5- или 6-членный гетероароматический цикл, выбранный из группы, состоящей из фуранила, пиридинила, пиридинил-N-оксида, пиримидинила, пиридазинила, пиразинила, пиразолила, тиазолила, триазинила, тиадиазолила, оксазолила, изоксазолила, триазолила, имидазолила, тиофен-2-ила и тиофен-3-ила, где каждый гетероароматический цикл необязательно может быть замещен 1-3 группами R20;R24 представляет собой H, C1-C6-алкил, фенил или бензил, необязательно замещенный 1-3 группами R20;R25 представляет собой:H;C1-C6-алкил;фенил, необязательно замещенный 1-3 группами R20; или5- или 6-членный гетероароматический цикл, выбранный из группы, состоящей из фуранила, пиридинила, пиридинил-N-оксида, пиримидинила, пиридазинила, пиразинила, тиазолила, триазинила, тиадиазолила, оксазолила, триазолила и изоксазолила;R26 и R27 независимо представляют собой:H;C1-C6-алкил;бензил или фенил, где каждый из бензила или фенила необязательно может быть замещен 1-3 группами R20; или5- или 6-членный насыщенный или ненасыщенный цикл, содержащий 1-3 гетероатома, где каждый цикл необязательно может быть замещен 1-3 группами R11;R28 представляет собой:H;C1-C6-алкил;C1-C6-галогеналкил;C1-C6-алкоксиалкил;C2-C6-алкилкарбонил;бензил или фенил, где каждый из бензила или фенила необязательно может быть замещен 1-3 группами R20; или5- или 6-членный насыщенный или ненасыщенный цикл, содержащий 1-3 гетероатома, где каждый цикл необязательно может быть замещен 1-3 группами R11;R29 независимо представляет собой галоген, циано, нитро, C1-C6-алкил, C1-C6-галогеналкил, C1-C6-гидроксиалкил, C2-C6-алкоксиалкил, C2-C6-галогеналкоксиалкил, C2-C6-алкенил, C2-C6-галогеналкенил, C3-C6-алкинил, C3-C6-галогеналкинил, гидроксил, C1-C6-алкокси, C1-C6-галогеналкокси, C2-C6-алкенилокси, C2-C6-галогеналкенилокси, C3-C6-алкинилокси, C3-C6-галогеналкинилокси, C1-C6-алкилтио, C1-C6-алкилсульфонил, C1-C6-галогеналкилсульфонил, C2-C6-алкенилтио, C2-C6-галогеналкенилтио, C2-C6-галогеналкенилсульфонил, C3-C6-алкинилтио, C3-C6-алкинилсульфонил, C3-C6-галогеналкинилсульфонил, C1-C6-алкиламино, C2-C8-диалкиламино, C3-C8-диалкиламинокарбонил, C3-C6-триалкилсилил, тиазолил, фенил, пиримидинил или пиридил, где тиазолил, фенил, пиридил или пиримидинил необязательно могут быть замещены 1-3 группами R20;R30 независимо представляет собой:C1-C6-алкил, C1-C6-галогеналкил, C1-C6-алкокси, C1-C6-галогеналкокси, C2-C6-алкенилокси, C2-C6-галогеналкенилокси, C1-C6-алкиламино, C2-C8-диалкиламино, C3-C8-диалкиламинокарбонил, C2-C6-алкиламинокарбонил;фенил, где фенильный цикл необязательно может быть замещен 1-3 группами R20; или5- или 6-членный насыщенный или ненасыщенный цикл, содержащий 1-3 гетероатома, где каждый цикл необязательно может быть замещен 1-3 группами R11;R31 представляет собой:C1-C6-алкил,фенил, где фенильный цикл необязательно может быть замещен 1-3 группами R20; или5- или 6-членный насыщенный или ненасыщенный цикл, содержащий 1-3 гетероатома, где каждый цикл необязательно может быть замещен 1-3 группами R11;R32 представляет собой:C1-C6-алкил, C1-C6-алкокси, бензил или фенил, где каждый из бензила или фенила необязательно может быть замещен 1-3 группами R20;в качестве альтернативы R31 и R32, взятые вместе, могут образовывать:5- или 6-членный насыщенный или ненасыщенный цикл, содержащий 1-3 гетероатома, где каждый цикл необязательно может быть замещен 1-3 группами R11.
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