by
Calum Muir, Macclesfield (GB), Ryan Burgin, Macclesfield (GB) +2 more
Picolinamide derivatives useful as agricultural fungicides
Patent claims specific structures with oxygen at Y1 and substituted quinoline at R5 for use against crop pathogens.
abstract
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1 . A compound of formula I, or an agronomically acceptable salt or N-oxide thereof: ; ; Y 1 is O; R 1 , R 5a and R 15 are each independently at each occurrence selected from C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 3 -C 6 -cycloalkyl, halogen, nitro, OR 11 , SR 12 , OS(O) 2 R 12 , S(O) 2 R 12 , C(O)OR 12 , C(O)NR 12 R 12 , C(O)R 12 , S(O) 2 NR 12 R 12 , S(O)(NR 12 )R 12 , S(O)R 12 , cyano, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, and NR 12 R 13 , R 2 and R 3 are each independently selected from H, C 1 -C 4 -alkyl, C 3 -C 6 -cycloalkyl, C(O)R 14 , C(O)OR 14 , CH 2 OC(O)R 14 and CH 2 OC(O)OR 14 ; R 4 is independently at each occurrence selected from: H, C 3 -C 6 -cycloalkyl, C 1 -C 6 -alkyl and benzyl; or R 3 and R 4 together form a group independently selected from C 1 -C 2 -alkylene, —C(O)— and —C(S)—; R 5 is quinoline; wherein R 5 is substituted with from 1 to 5 R 5a groups and/or a single Z 1 —Z 2 —R 6 group; Z 1 is independently absent or is CR 8 R 9 ; Z 2 is independently absent or is selected from C(O)O, OC(O), O, S, S(O), S(O) 2 , C(O)NR 7 , NR 7 C(O), S(O) 2 NR 7 , NR 7 S(O) 2 , S(O)NR 7 , NR 7 S(O), CR 8 R 9 , C(O), C(S), C═NOR 10 , and NR 7 ; R 6 is independently at each occurrence selected from C 3 -C 8 -alkyl and C 0 -C 3 -alkylene-R 6a , wherein R 6a is independently at each occurrence selected from phenyl, 5- or 6-membered heteroaryl, 5-, 6-, 7- or 8-membered heterocycloalkyl and C 5 -C 8 -cycloalkyl; said heterocycloalkyl or cycloalkyl group being monocyclic or bicyclic; said heteroaryl or phenyl group being optionally substituted with from 1 to 5 R 15 groups or said heterocycloalkyl or cycloalkyl group being optionally substituted with from 1 to 4 R 16 groups; R 16 is independently at each occurrence selected from: ═O, ═S, C 1 -C 6 -alkyl, C 1 -C 6 -haloalky
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