发明名称 Herbicidal 5H-quinoxaline-6-one derivatives detailed description
摘要 The present invention provides a compound of formula (I) wherein R4 is of sub-formula (a) or (b) and wherein the other substituents are as defined in the specification. The compounds of formula (I) are potentially useful as herbicides.;
申请公布号 US8962628(B2) 申请公布日期 2015.02.24
申请号 US201113884671 申请日期 2011.10.14
申请人 Syngenta Limited 发明人 Avery Alaric James;De Mesmaeker Alain;Mulholland Nicholas Phillip;Willetts Nigel James;Worthington Paul Anthony
分类号 A61K31/498;C07D241/40;A01N43/60;C07D241/12;C07D241/42;C07D491/04;C07D491/052 主分类号 A61K31/498
代理机构 代理人 Cueva James
主权项 1. A compound of formula (I): wherein: R1 and R2 are independently hydrogen, halogen, C1-C4alkyl, C1-C2fluoroalkyl, C1-C2alkoxy-C1-C2alkyl-, hydroxy, C1-C4alkoxy, C1-C2fluoroalkoxy, or C1 -C2alkoxy-CH2CH2O—; R3a and R3b are independently halogen, C1-C4alkyl, C1-C4fluoroalkyl, C1-C4chloroalkyl, C1-C2alkoxy-C1-C2alkyl-, C2-C4alkenyl, C2-C4fluoroalkenyl, C2-C4chloroalkenyl, C2-C4alkynyl, C2-C4fluoroalkynyl, C2-C4chloroalkynyl, C3-C6cycloalkyl-(CH2)m- or C3-C6cycloalkyl-(CH2)m-substituted on the cycloalkyl ring by 1 or 2 methyl groups and wherein m is 0 or 1, C1-C3alkyl-carbonyl-, C1-C3alkoxy-carbonyl-, C1-C2chloroalkyl-carbonyl-, or C1-C2fluoroalkyl-carbonyl-; phenyl or phenyl substituted by one or two substituents independently selected from fluorine and methyl; or heterocyclyl-methyl- in which the heterocyclyl is a 4-, 5-, or 6-membered saturated monocyclic heterocyclic ring in which there are 1 or 2 ring heteroatoms independently selected from O, N and S and wherein the heterocyclyl is optionally substituted on a ring carbon and/or (if present) on a ring nitrogen by 1 or 2 methyl groups; or heteroaryl-methyl- in which the heteroaryl is a 5-membered monocyclic heteroaromatic ring in which there are 1, 2 or 3 ring heteroatoms independently selected from O, N and S and wherein the heteroaryl is optionally substituted on the ring by 1 or 2 methyl groups; R4 is of sub-formula (a) or sub-formula (b): wherein, in sub-formula (a): R4a and R4e are independently hydrogen, halogen, C1-C2alkyl, C1fluoroalkyl, hydroxy, C1-C2alkoxy, C1fluoroalkoxy, H3C—S(O)2—, H2N—S(O)2—, H3CNH—S(O)2—, or (H3C)2N—S(O)2—; and R4b, R4c and R4d are independently hydrogen, halogen, cyano, C1-C4alkyl, C1-C2fluoroalkyl, C1-C3alkoxy-C1-C2alkyl-, C1fluoroalkoxy-C1-C2alkyl-, H3COCH2CH2OCH2—, C3-C6cycloalkyl, hydroxy, C1-C4alkoxy, C1-C2fluoroalkoxy, HS—, C1-C3alkylthio-, C1 fluoroalkylthio-, C1-C3alkyl-S(O)—, C1fluoroalkyl-S(O)—, C1-C3alkyl-S(O)2C1fluoroalkyl-S(O)2, H2N—S(O)2—, C1-C4alkyl-NH—S(O)2—, (C1-C3alkyl)2N—S(O)2—,C1-C4alkyl-C(O)—, H—C(O)—, C1-C3alkoxy-C(O)—, HO—C(O)—, H2N—C(O)—, C1-C4alkyl-NH—C(O)—, (C1-C3alkyl)2N—C(O)—, (1-pyrrolidinyl)-C(O)—(1-piperidinyl)-C(O)—, amino, C1-C4alkyl-NH—, (C1-C3alkyl)2N—, 1-pyrrolidinyl, 1-piperidinyl, C1-C4alkyl-C(O)—NH—, H—C(O)—NH—, C1-C3alkyl-C(O)—N(C1-C3alkyl)-, 2-oxo-1-pyrrolidinyl, 2-oxo-1-piperidinyl, C1-C3alkyl-S(O)2—NH—, C1-C3alkyl-S(O)2—N(C1-C3alkyl)-, phenyl or phenyl substituted by one, two or three of R7, or phenoxy or phenoxy substituted by one, two or three of R7; provided that none of, or only one of, R4b, R4c and R4d is C3-C6cycloalkyl, (1-pyrrolidinyl)-C(O)—, (1-piperidinyl)-C(O)—, 1-pyrrolidinyl, 1-piperidinyl, 2-oxo-1pyrrolidinyl, 2-oxo-1piperidinyl, phenyl, substituted phenyl, phenoxy or substituted phenoxy; wherein each R7 is independently fluoro, chloro, C1-C2alkyl, C1fluoroalkyl, C1-C2alkoxy or C1fluoroalkoxy; and wherein, in sub-formula (b): A1 is N or C—R4f, A2 is N or C—R4g, A3 is N or C—R4h, A4 is N or C—R4i, and A5 is N or C—R4j, provided that one or two of A1, A2, A3, A4 and A5 are nitrogen and the remaining ones of A1, A2, A3, A4 and A5 are not nitrogen; wherein R4f and R4j are independently hydrogen, halogen, C1-C2alkyl, C1fluoroalkyl, hydroxy or a tautomer thereof C1-C2alkoxy, or C1fluoroalkoxy; and R4g, R4h and R4i are independently hydrogen, halogen, C1-C4alkyl, C1-C2fluoroalkyl, C1-C3alkoxy-CH2—, C1fluoroalkoxy-CH2—, H3COCH2CH2OCH2—, C3-C6cycloalkyl, hydroxy or a tautomer thereof, C1-C4alkoxy, C1-C2fluoroalkoxy, C1-C4alkyl-C(O)—, H—C(O)—, C1-C3alkoxy-C(O)—, HO—C(O)—, H2N—C(O)—, C1-C4alkyl-NH—C(O)—, (C1-C3alkyl)2N—C(O)—, (1-pyrrolidinyl)-C(O)—, (1-piperidinyl)-C(O)—, amino, C1-C4alkyl-NH—, (C1-C3alkyl)2N—, 1-pyrrolidinyl, 1-piperidinyl, C1-C4alkyl-C(O)—NH—, H—C(O)—NH—, C1-C3alkyl-C(O)—N(C1-C3alkyl)-, 2-oxo-1pyrrolidinyl, 2-oxo-1-piperidinyl, phenyl or phenyl substituted by one, two or three of R7, or phenoxy or phenoxy substituted by one, two or three of R7; wherein R7 is as defined hereinabove; provided that none of, or only one of, R4g, R4h and R4i is C3-C6cycloalkyl, (1-pyrrolidinyl)-C(O)—, (1-piperidinyl)-C(O)—, 1-pyrrolidinyl, 1-piperidinyl, 2-oxo-1pyrrolidinyl, 2-oxo-1piperidinyl, phenyl, substituted phenyl, phenoxy or substituted phenoxy; and R5 is hydroxy, R6-oxy-, R8—C(O)—O—, C1-C10alkyl-S(O)2O—, C1fluoroalkyl-S(O)2O—, C1chloroalkyl-S(O)2O—, phenyl-S(O)2O— or (4-methyl-phenyl)-S(O)2O—; wherein R6 is C1-C10alkyl, C1-C4fluoroalkyl, C2-C10alkenyl, C2-C10alkynyl, C3-C8cycloalkyl, C3-C8cycloalkyl-C1-C4alkyl-, C1-C4alkoxy-CH2CH2—, C1-C4alkoxy-CH2CH2CH2—, phenyl-C1-C4alkyl-, or phenyl-C1-C4alkyl- wherein the phenyl moiety is substituted by one, two or three R9; R8 is C1-C10alkyl, C1-C4fluoroalkyl, C2-C10alkenyl, C2-C10alkynyl, C3-C8cycloalkyl, C3-C8cycloalkyl-C1-C4alkyl-, C1-C4alkoxy-C1-C4alkyl-, phenyl, phenyl substituted by one, two or three R9, phenyl-C1-C4alkyl-, or phenyl-C1-C4alkyl- wherein the phenyl moiety is substituted by one, two or three R9; or R8 is C1-C10alkoxy, C1-C4fluoroalkoxy, C1-C10alkenyloxy, C1-C10alkynyloxy, C3-C8cycloalkoxy, C3-C8cycloalkyl-C1-C4alkoxy-, C1-C4alkoxy-CH2CH2O—, C1-C4alkoxy-CH2CH2CH2O—, phenoxy, phenoxy substituted by one, two or three R9, phenyl-C1-C4alkoxy-, or phenyl-C1-C4alkoxy- wherein the phenyl moiety is substituted by one, two or three R9; or R8 is C1-C10alkylthio-, C1-C10alkyl-NH—, or (C1-C6alkyl)2N—; and wherein each R9is independently fluoro, chloro, C1-C4alkyl, C1fluoroalkyl, C1-C3alkoxy or C1fluoroalkoxy; or a salt thereof
地址 Guildford GB