US 12,458,021 B2
Microbiocidal derivatives
Stefano Rendine, Stein (CH); Mattia Riccardo Monaco, Stein (CH); Daniel Stierli, Stein (CH); David Burns, Bracknell (GB); Mathias Blum, Stein (CH); Andrew Edmunds, Stein (CH); and Farhan Bou Hamdan, Stein (CH)
Assigned to SYNGENTA CROP PROTECTION AG, Basel (CH)
Appl. No. 17/614,086
Filed by SYNGENTA CROP PROTECTION AG, Basel (CH)
PCT Filed May 27, 2020, PCT No. PCT/EP2020/064738
§ 371(c)(1), (2) Date Nov. 24, 2021,
PCT Pub. No. WO2020/239856, PCT Pub. Date Dec. 3, 2020.
Claims priority of application No. 19177418 (EP), filed on May 29, 2019.
Prior Publication US 2022/0272976 A1, Sep. 1, 2022
Int. Cl. C07D 213/81 (2006.01); A01N 43/40 (2006.01); A01N 43/50 (2006.01); A01N 43/54 (2006.01); A01N 43/647 (2006.01); A01N 43/76 (2006.01); A01N 43/78 (2006.01); A01N 43/80 (2006.01); A01N 43/90 (2006.01); A01P 3/00 (2006.01); C07D 239/47 (2006.01); C07D 401/12 (2006.01); C07D 401/14 (2006.01); C07D 405/12 (2006.01); C07D 405/14 (2006.01); C07D 409/12 (2006.01); C07D 413/12 (2006.01); C07D 417/12 (2006.01); C07D 471/04 (2006.01)
CPC A01N 43/40 (2013.01) [A01N 43/50 (2013.01); A01N 43/54 (2013.01); A01N 43/647 (2013.01); A01N 43/76 (2013.01); A01N 43/78 (2013.01); A01N 43/80 (2013.01); A01N 43/90 (2013.01); A01P 3/00 (2021.08); C07D 213/81 (2013.01); C07D 239/47 (2013.01); C07D 401/12 (2013.01); C07D 401/14 (2013.01); C07D 405/12 (2013.01); C07D 405/14 (2013.01); C07D 409/12 (2013.01); C07D 413/12 (2013.01); C07D 417/12 (2013.01); C07D 471/04 (2013.01)] 17 Claims
 
1. A compound of formula (I):

OG Complex Work Unit Chemistry
wherein
A is N or CH;
R1 is hydrogen, cyano, formyl, C1-C6alkylcarbonyl, C1-C6alkoxycarbonyl, C1-C6haloalkylcarbonyl, C1-C6alkoxyC1-C6alkylcarbonyl, C3-C6cycloalkylcarbonyl, C1-C6alkoxyC1-C3alkoxycarbonyl, C1-C6alkoxyoxalyl, C1-C6alkoxycarbonylC1-C4alkylC1-C6alkoxycarbonyl, C2-Coalkenyloxycarbonyl, or C2-C6alkynyloxycarbonyl;
R2 is hydrogen;
R3 is hydroxy, methoxy, ethoxy, isopropoxy, allyloxy or methoxymethylcarbonyloxy;
R4 is t-butyl, isopentyl, 2,2-dimethylpropyl, 1,1,2-trimethylpropyl, 1-methylcyclopropyl, 1-methylcyclobutyl, 1-ethylcyclobutyl, 1-isopropylcyclobutyl, 1-tertbutylcyclobutyl, 1-cyclobutylcyclobutyl, 2,2-dimethylcyclobutyl, 1-methylcyclopentyl, or spiro[3.4]octan-3-yl;
R5 is C1-C8alkyl, hydroxyC1-C8alkyl, C3-C8cycloalkyl, C3-C8cycloalkylC1-C2alkyl, phenyl, heteroaryl, wherein heteroaryl is a 5- or 6-membered aromatic monocyclic ring comprising 1, 2 or 3 heteroatoms individually selected from N, O and S, heterocyclyl, wherein the heterocyclyl is a 4-, 5- or 6-membered non-aromatic monocyclic ring or a 9- to 10-membered non-aromatic bicyclic ring comprising 1, 2 or 3 heteroatoms individually selected from N, O and S, and wherein the cycloalkyl, phenyl, heteroaryl and heterocyclyl moieties are each optionally substituted by 1, 2 or 3 substituents, which may be the same or different, selected from R9;
R9 is halogen, cyano, benzyl, C1-C4alkyl, C1-C4alkoxy, or C1-C4haloalkyl;
or a salt or an N-oxide thereof.