US 11,952,359 B2
Substituted thiophenecarboxamides and analogues as antibacterials agents
David Bernier, Lyons (FR); Stéphane Brunet, Saint André de Corcy (FR); Jérémy Dufour, Lyons (FR); Thomas Knobloch, Charnay (FR); Lionel Nicolas, Lyons (FR); and Tomoki Tsuchiya, Saint-Cyr-Au-Mont-d'Or (FR)
Assigned to Bayer Aktiengesellschaft, Leverkusen (DE)
Filed by Bayer Aktiengesellschaft, Leverkusen (DE)
Filed on Jun. 30, 2022, as Appl. No. 17/810,214.
Application 17/810,214 is a division of application No. 17/256,942, granted, now 11,401,254, previously published as PCT/EP2019/067824, filed on Jul. 3, 2019.
Claims priority of application No. 18181930 (EP), filed on Jul. 5, 2018.
Prior Publication US 2023/0026494 A1, Jan. 26, 2023
Int. Cl. C07D 333/40 (2006.01); A01N 43/10 (2006.01); A01N 43/76 (2006.01); A01N 55/00 (2006.01); A01P 1/00 (2006.01); A01P 13/00 (2006.01); A61P 31/04 (2006.01); A61P 33/00 (2006.01); C07D 333/38 (2006.01); C07D 409/12 (2006.01); C07D 413/04 (2006.01); C07F 7/08 (2006.01)
CPC C07D 333/38 (2013.01) [A01N 43/10 (2013.01); A01N 43/76 (2013.01); A01N 55/00 (2013.01); A01P 1/00 (2021.08); A01P 13/00 (2021.08); A61P 31/04 (2018.01); A61P 33/00 (2018.01); C07D 409/12 (2013.01); C07D 413/04 (2013.01); C07F 7/0812 (2013.01); C07F 7/083 (2013.01)] 1 Claim
 
1. A compound of formula (VIa):

OG Complex Work Unit Chemistry
wherein
R1 and R2 are identical and are a chlorine atom or a bromine atom;
R4 is selected from the group consisting of a hydrogen atom, C1-C6-alkyl, aralkyl, aralkyl substituted by hydroxyl, C1-C6-alkyl substituted by a C1-C6-alkylsulfanyl and R5 is a hydrogen atom; or
R4 and R5 form, together with the carbon atom to which they are linked, a cyclopropyl;
R6 is selected from the group consisting of a hydrogen atom, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-cyanoalkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C8-cycloalkyl, aryl, aralkyl, 4-, 5- or 6-membered heterocyclyl, —C1-C6-alkyl-Si(C1-C6-alkyl)3 and —C1-C6-alkyl-C3-C8-cycloalkyl;
U2a is a bromine atom, an iodine atom, a mesylate group, a tosylate group or a triflate group, wherein R4 is selected from the group consisting of a hydrogen atom, C1-C6-alkyl, aralkyl, aralkyl substituted by hydroxyl, C1-C6-alkyl substituted by a C1-C6-alkylsulfanyl and R5 is a hydrogen atom when R6 is a hydrogen atom or C1-C6-alkyl; and
provided that when R1 and R2 are bromine atoms, U2a is not a bromine atom.