US 11,917,913 B2
Substituted oxepines
Amir Hossain Parham, Frankfurt Am Main (DE); Arne Buesing, Frankfurt am Main (DE); Philipp Stoessel, Frankfurt Am Main (DE); Anja Gerhard, Egelsbach (DE); Christof Pflumm, Darmstadt (DE); Thomas Eberle, Landau (DE); Anja Jatsch, Frankfurt am Main (DE); Jonas Valentin Kroeber, Frankfurt am Main (DE); and Lars Dobelmann-Mara, Darmstadt (DE)
Assigned to Merck Patent GmbH, Darmstadt (DE)
Filed by Merck Patent GmbH, Darmstadt (DE)
Filed on May 22, 2019, as Appl. No. 16/419,095.
Application 16/419,095 is a continuation of application No. 15/101,219, granted, now 10,374,170, previously published as PCT/EP2014/003071, filed on Nov. 18, 2014.
Claims priority of application No. 13005698 (EP), filed on Dec. 6, 2013.
Prior Publication US 2019/0280218 A1, Sep. 12, 2019
Int. Cl. H01L 51/00 (2006.01); A61N 5/06 (2006.01); C07D 313/06 (2006.01); C07D 405/04 (2006.01); C07D 405/10 (2006.01); C07D 405/14 (2006.01); C07D 407/04 (2006.01); C07D 407/10 (2006.01); C07D 407/12 (2006.01); C07D 407/14 (2006.01); C07D 487/04 (2006.01); C07D 491/044 (2006.01); C09K 11/02 (2006.01); C09K 11/06 (2006.01); H10K 85/30 (2023.01); H10K 85/60 (2023.01); A61N 5/067 (2006.01); H10K 50/11 (2023.01); H10K 50/15 (2023.01); H10K 50/16 (2023.01); H10K 50/165 (2023.01); H10K 71/10 (2023.01); H10K 71/12 (2023.01); H10K 101/00 (2023.01); H10K 101/10 (2023.01)
CPC H10K 85/6574 (2023.02) [A61N 5/0616 (2013.01); C07D 313/06 (2013.01); C07D 405/04 (2013.01); C07D 405/10 (2013.01); C07D 405/14 (2013.01); C07D 407/04 (2013.01); C07D 407/10 (2013.01); C07D 407/12 (2013.01); C07D 407/14 (2013.01); C07D 487/04 (2013.01); C07D 491/044 (2013.01); C09K 11/025 (2013.01); C09K 11/06 (2013.01); H10K 85/342 (2023.02); H10K 85/346 (2023.02); H10K 85/615 (2023.02); H10K 85/621 (2023.02); H10K 85/622 (2023.02); H10K 85/626 (2023.02); H10K 85/631 (2023.02); H10K 85/633 (2023.02); H10K 85/636 (2023.02); H10K 85/654 (2023.02); H10K 85/657 (2023.02); H10K 85/6572 (2023.02); A61N 2005/0653 (2013.01); A61N 5/067 (2021.08); C09K 2211/1007 (2013.01); C09K 2211/1011 (2013.01); C09K 2211/1014 (2013.01); C09K 2211/1029 (2013.01); C09K 2211/1033 (2013.01); C09K 2211/1044 (2013.01); C09K 2211/1059 (2013.01); C09K 2211/1088 (2013.01); C09K 2211/185 (2013.01); H10K 50/11 (2023.02); H10K 50/15 (2023.02); H10K 50/16 (2023.02); H10K 50/165 (2023.02); H10K 71/10 (2023.02); H10K 71/12 (2023.02); H10K 85/624 (2023.02); H10K 2101/10 (2023.02); H10K 2101/90 (2023.02); Y02E 10/549 (2013.01); Y02P 70/50 (2015.11)] 14 Claims
 
1. A compound of the formula (10a)

OG Complex Work Unit Chemistry
wherein
V is C(R4)2;
R1 is the same or different at each instance and is H, D, F, Cl, Br, I, N(R2)2, CN, NO2, Si(R2)3, B(OR2)2, C(═O)R2, P(═O)(R2)2, S(═O)R2, S(═O)2R2, OSO2R2, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 carbon atoms or a straight-chain alkenyl or alkynyl group having 2 to 40 carbon atoms or a branched or cyclic alkyl, alkenyl, alkynyl, alkoxy, alkylalkoxy or thioalkoxy group having 3 to 40 carbon atoms, each of which is optionally substituted by one or more R2 radicals, where one or more nonadjacent CH2 groups is optionally replaced by R2═CR2, C≡C, Si(R2)2, Ge(R2)2, Sn(R2)2, C═O, C═S, C═Se, C═NR2, P(═O)(R2), SO, SO2, NR2, O, S or CONR2 and where one or more hydrogen atoms is optionally replaced by D, F, Cl, Br, I, CN or NO2, or an aromatic or heteroaromatic ring system which has 5 to 60 aromatic ring atoms and is optionally substituted in each case by one or more R2 radicals, or an aryloxy, arylalkoxy or heteroaryloxy group which has 5 to 60 aromatic ring atoms and is optionally substituted by one or more R2 radicals, or a diarylamino group, diheteroarylamino group or arylheteroarylamino group which has 10 to 40 aromatic ring atoms and is optionally substituted by one or more R2 radicals, or a combination of two or more of these groups or a crosslinkable Q group; at the same time, two or more adjacent R1 radicals together may form a mono- or polycyclic, aliphatic or aromatic or heteroaromatic ring system which is optionally substituted by one or more R2 radicals;
R2 is the same or different at each instance and is H, D, F, Cl, Br, I, N(R3)2, CN, NO2, Si(R3)3, B(OR3)2, C(═O)R3, P(═O)(R3)2, S(═O)R3, S(═O)2R3, OSO2R3, a straight-chain alkyl, alkoxy or thioalkoxy group having 1 to 40 carbon atoms or a straight-chain alkenyl or alkynyl group having 2 to 40 carbon atoms or a branched or cyclic alkyl, alkenyl, alkynyl, alkoxy, alkylalkoxy or thioalkoxy group having 3 to 40 carbon atoms, each of which is optionally substituted by one or more R3 radicals, where one or more nonadjacent CH2 groups is optionally replaced by R3C═CR3, C≡C, Si(R3)2, Ge(R3)2, Sn(R3)2, C═O, C═S, C═Se, C═NR3, P(═O)(R3), SO, SO2, NR3, O, S or CONR3 and where one or more hydrogen atoms is optionally replaced by D, F, Cl, Br, I, CN or NO2, or an aromatic or heteroaromatic ring system which has 5 to 60 aromatic ring atoms and is optionally substituted in each case by one or more R3 radicals, or an aryloxy, arylalkoxy or heteroaryloxy group which has 5 to 60 aromatic ring atoms and is optionally substituted by one or more R3 radicals, or a diarylamino group, diheteroarylamino group or arylheteroarylamino group which has 10 to 40 aromatic ring atoms and is optionally substituted by one or more R3 radicals, or a combination of two or more of these groups; at the same time, two or more adjacent R2 radicals together may form a mono- or polycyclic, aliphatic or aromatic or heteroaromatic ring system;
R3 is the same or different at each instance and is H, D, F or an aliphatic, aromatic and/or heteroaromatic hydrocarbyl radical having 1 to 40 carbon atoms, in which one or more hydrogen atoms may also be replaced by F; at the same time, two or more R3 substituents together may also form a mono- or polycyclic, aliphatic or aromatic or heteroaromatic ring system;
R4 is as defined for R1, but the two R4 must not form a ring closure and with the proviso that at least one R1 is not H.