Patent ID: 11864557
Assignee: BAYER AKTIENGESELLSCHAFT
Field: Organic fine chemistry (Chemistry)
Classification: CPC A  C | IPC A  C

Claim 0:
1. A compound of formula (a), in which
Q1 and Q2 are independently CR5 or N, provided at least one of Q1 and Q2 is N;
Y is a direct bond or CH2;
R1 is hydrogen; C1-C6alkyl optionally substituted with one substituent selected from —CN, —CONH2, —COOH, —NO2 and —Si(CH3)3; C1-C6haloalkyl; C2-C6alkenyl; C2-C6haloalkenyl; C2-C6alkynyl; C2-C6haloalkynyl; C3-C4cycloalkyl-C1-C2alkyl-wherein the C3-C4cycloalkyl is optionally substituted with one or two halogen atoms; oxetan-3-yl-CH2—or benzyl optionally substituted with halogen atoms or C1-C3haloalkyl;
R3 is C1-C3alkyl or C1-C3haloalkyl;
R4 is pyridine, pyrimidine, pyrazine or pyridazine, wherein the pyridine, pyrimidine, pyrazine or pyridazine is substituted with two to three substituents independently selected from the group consisting of
halogen, hydroxy, —CN, —COOH, —SO2NH2, —CONH2, —CSNH2, —NO2, —SF5, —NH2;
and in each case optionally substituted with C1-C6alkyl, C3-C6cycloalkyl, C1-C6haloalkyl, C1-C6alkoxy, C1-C6haloalkoxy, C1-C6alkylthio, C1-C6alkylsulfinyl, C1-C6alkylsulfonyl, C3-C6cycloalkylsulfanyl, C3-C6cycloalkylsulfinyl, C3-C6cycloalkylsulfonyl, C1-C6haloalkylthio, C1-C6haloalkylsulfinyl, C1-C6haloalkylsulfonyl, —NH(C1-C6alkyl), —N(C1-C6alkyl)2, —NHCO—C1-C6alkyl, —N(C1-C6alkyl)CO—C1-C6alkyl, —CO2C1-C6alkyl, —CONH(C1-C6alkyl), —CON(C1-C6alkyl)2, —C(═NOC1-C6alkyl)H, —C(═NOC1-C6alkyl)-C1-C6alkyl, phenyl and 5- to 6-membered heteroaryl;

or
R4 is pyridine, pyrimidine, pyrazine or pyridazine, wherein the pyridine, pyrimidine, pyrazine or pyridazine is substituted with a total of one to three substituent(s), provided at least one and up to three substituent(s) are independently selected from group A consisting of
—CN, —COOH, —SO2NH2, —CONH2, —CSNH2, —NO2, —SF5, —NH2, substituted C3-C4cycloalkyl;
and C1-C3alkyl and C1-C3alkoxy, both substituted with one to three substituents independently selected from the group consisting of —NH2, —OH, —NO2, —CN, —SH, CO2C1-C4alkyl, —CONH2, SF5, —SO2NH2, C3-C4cycloalkyl, C2-C4alkenyl, C5-C6cycloalkenyl, C2-C4alkynyl, —NH(C1-C6alkyl), —N(C1-C6alkyl)2, N—C1-C4alkanoylamino, C1-C4alkoxy, C1-C4haloalkoxy, C2-C4alkenyloxy, C2-C4alkynyloxy, C3-C4cycloalkoxy, C5-C6cycloalkenyloxy, C1-C4alkoxycarbonyl, C2-C4alkenyloxycarbonyl, C2-C4alkynyloxycarbonyl, C6-C10-, C14-aryloxycarbonyl, C1-C4alkanoyl, C2-C4alkenylcarbonyl, C2-C4alkynylcarbonyl, C6-, C10-, C14-arylcarbonyl, C1-C4alkylthio, C1-C4haloalkylthio, C3-C4cycloalkylthio, C2-C4alkenylthio, C5-C6cycloalkenylthio, C2-C4alkynylthio, C1-C4alkylsulfinyl, C1-C4haloalkylsulfinyl, C1-C4alkylsulfonyl, C1-C4haloalkylsulfonyl, —SO2 —NH(C1-C6alkyl), —SO2-N(C1-C6alkyl)2, C1-C4alkylphosphinyl, C1-C4alkylphosphonyl, N—C1-C4alkylaminocarbonyl, N,N-di-C1-C4alkylaminocarbonyl, N—C1-C4alkanoylaminocarbonyl, N—C1-C4alkanoyl-N—C1-C4alkylaminocarbonyl, C6-, C10-, C14-aryl, C6-, C10-, C14-aryloxy, benzyl, benzyloxy, benzylthio, C6-, C10-, C14-arylthio, C6-, C10-, C14-arylamino, benzylamino, heterocyclyl, heteroaryl and trialkylsilyl, and substituents bonded via a double bond, optionally C1-C4alkylidene optionally methylidene or ethylidene), an oxo group, an imino group and a substituted imino group;
and in each case optionally substituted with —CO2—C1-C6alkyl, C5-C6cycloalkyl, C4-C6alkyl, C4-C6haloalkyl, C4-C6alkoxy, C1-C6haloalkoxy, C1-C6alkylthio, C1-C6alkylsulfinyl, C1-C6alkylsulfonyl, C3-C6cycloalkylsulfanyl, C3-C6cycloalkylsulfinyl, C3-C6cycloalkylsulfonyl, C1-C6haloalkylthio, C1-C6haloalkylsulfinyl, C1-C6haloalkylsulfonyl, C2-C4alkenylsulfanyl, C2-C4alkenylsulfinyl, C2-C4alkenylsulfonyl, C2-C4alkinylsulfanyl, C2-C4alkinylsulfinyl, C2-C4alkinylsulfonyl, phenylsulfanyl, phenylsulfinyl, phenylsulfonyl, S—C1-C6alkylsulfinimidoyl, S—C3-C6cycloalkylsulfinimidoyl, S—C2-C6alkenylsulfinimidoyl, S—C2-C6alkinylsulfinimidoyl, S-phenylsulfinimidoyl, S—C1-C6alkylsulfonimidoyl, S—C3-C6cycloalkylsulfonimidoyl, S—C2-C6alkenylsulfonimidoyl, S—C2-C6alkinylsulfonimidoyl, S-phenylsulfonimidoyl, —NH(C1-C6alkyl), —N(C1-C6alkyl)2, —NHCO—C1-C6alkyl, —N(C1-C6alkyl)CO—C1-C6alkyl, —N(C3-C6cycloalkyl)CO—C1-C6alkyl, —NHCO—C3-C6cycloalkyl, —NHCO—C1-C6alkyl-C3-C6cycloalkyl, —N(C1-C6alkyl)CO—(C3-C6cycloalkyl), —N(C3-C6cycloalkyl)CO—(C3-C6cycloalkyl), —N(C1-C6alkyl)CO-phenyl, —N(C3-C6cycloalkyl)CO-phenyl, —NHCO-phenyl, —N(CO—C1-C6alkyl)2, —N(CO—C3-C6cycloalkyl)2, —N(CO-phenyl)2, —N(CO—C3-C6cycloalkyl)(CO—C1-C6alkyl), —N(CO—C3-C6cycloalkyl)(CO-phenyl), —N(CO—C1-C6alkyl)(CO-phenyl), —CONH(C1-C6alkyl), —CON(C1-C6alkyl)2, —CONH(C3-C6cycloalkyl), —CON(C1-C6alkyl)(C3-C6cycloalkyl), —CON(C3-C6cycloalkyl)2, —CONH—SO2—C1-C6alkyl, —CONH—SO2-phenyl, —CONH—SO2—(C3-C6cycloalkyl), —CON(C1-C6alkyl)-SO2—C1-C6alkyl, —CON(C1-C6alkyl)-SO2-phenyl, —CON(C1-C6alkyl)-SO2—(C3-C6cycloalkyl), —CONH-phenyl, —CON(C1-C6alkyl)phenyl, —CON(C3-C6cycloalkyl)phenyl, —N(SO2C1-C6alkyl)2, —N(SO2C1-C6haloalkyl)2, —N(SO2C3-C6cycloalkyl)2, —N(SO2C1-C6alkyl)SO2-phenyl, —N(SO2C3-C6cycloalkyl)SO2-phenyl, —NHSO2—C1-C6alkyl, —NHSO2—C1-C6haloalkyl, —N(C1-C6alkyl)SO2—C1-C6alkyl, —N(C3-C6cycloalkyl)SO2—C1-C6alkyl, —NHSO2-phenyl, —N(C1-C6alkyl)SO2-phenyl, —N(C3-C6cycloalkyl)SO2-phenyl, —NHSO2—C3-C6cycloalkyl, —N(C1-C6alkyl)SO2—(C3-C6cycloalkyl), —N(C3-C6cycloalkyl)SO2—(C3-C6cycloalkyl), —SO2NH(C1-C6alkyl), —SO2N(C1-C6alkyl)2, —SO2N(C1-C6alkyl)(C3-C6cycloalkyl), —SO2NH(C3-C6cycloalkyl), —SO2N(C3-C6cycloalkyl)2, —SO2NH(phenyl), —SO2N(C1-C6alkyl)(phenyl), —SO2N(C1-C4cycloalkyl)(phenyl), —NHCS—C1-C6alkyl, —N(C1-C6alkyl)CS—C1-C6alkyl, —N(C3-C6cycloalkyl)CS—C1-C6alkyl, —NHCS—C3-C6cycloalkyl, —N(C1-C6alkyl)CS—(C3-C6cycloalkyl), —N(C3-C6cycloalkyl)CS—(C3-C6cycloalkyl), —N(C1-C6alkyl)CS-phenyl, —N(C3-C6cycloalkyl)CS-phenyl, —NHCS-phenyl, —CSNH(C1-C6alkyl), —CSN(C1-C6alkyl)2, —CSNH(C3-C6cycloalkyl), —CSN(C1-C6alkyl)(C3-C6cycloalkyl), —CSN(C3-C6cycloalkyl)2, —CSNH-phenyl, —CSN(C1-C6alkyl)phenyl, —CSN(C3-C6cycloalkyl)phenyl, —C(═NOC1-C6alkyl)H, —C(═NOC1-C6alkyl)-C1-C6alkyl, phenyl and 5- to 6-membered heteroaryl;

and the other one to two optional substituent(s) are each independently selected from group B consisting of
halogen, hydroxy, —CN, —COOH, —CONH2, —NO2, —NH2;
and in each case optionally substituted with C1-C6alkyl, C3-C6cycloalkyl, C1-C6haloalkyl, C1-C6alkoxy, C1-C6haloalkoxy, C1-C6alkylthio, C1-C6alkylsulfinyl, C1-C6alkylsulfonyl, C1-C6haloalkylthio, C1-C6haloalkylsulfinyl, C1-C6haloalkylsulfonyl, —NH(C1-C6alkyl), —N(C1-C6alkyl)2, —NHCO—C1-C6alkyl, —N(C1-C6alkyl)CO—C1-C6alkyl, —CO2C1-C6alkyl, —CONH(C1-C6alkyl), —CON(C1-C6alkyl)2, —C(═NOC1-C6alkyl)H, —C(═NOC1-C6alkyl)-C1-C6alkyl, phenyl and 5- to 6-membered heteroaryl;

or
R4 is a 5-membered heteroaryl optionally substituted with one to three substituents independently selected from the group consisting of
halogen, hydroxy, —CN, —COOH, —CONH2, —CSNH2, —SO2NH2, —NO2, —SF5, —NH2;
and in each case optionally substituted with —CO2—C1-C6alkyl, C1-C6alkyl, C3-C6cycloalkyl, C1-C6haloalkyl, C1-C6alkoxy, C1-C6haloalkoxy, C1-C6alkylthio, C1-C6alkylsulfinyl, C1-C6alkylsulfonyl, C3-C6cycloalkylsulfanyl, C3-C6cycloalkylsulfinyl, C3-C6cycloalkylsulfonyl, C1-C6haloalkylthio, C1-C6haloalkylsulfinyl, C1-C6haloalkylsulfonyl, C2-C4alkenylsulfanyl, C2-C4alkenylsulfinyl, C2-C4alkenylsulfonyl, C2-C4alkinylsulfanyl, C2-C4alkinylsulfinyl, C2-C4alkinylsulfonyl, phenylsulfanyl, phenylsulfinyl, phenylsulfonyl, S—C1-C6alkylsulfinimidoyl, S—C3-C6cycloalkylsulfinimidoyl, S—C2-C6alkenylsulfinimidoyl, S—C2-C6alkinylsulfinimidoyl, S-phenylsulfinimidoyl, S—C1-C6alkylsulfonimidoyl, S—C3-C6cycloalkylsulfonimidoyl, S—C2-C6alkenylsulfonimidoyl, S—C2-C6alkinylsulfonimidoyl, S-phenylsulfonimidoyl, —NH(C1-C6alkyl), —N(C1-C6alkyl)2, —NHCO—C1-C6alkyl, —N(C1-C6alkyl)CO—C1-C6alkyl, —N(C3-C6cycloalkyl)CO—C1-C6alkyl, —NHCO—C3-C6cycloalkyl, —N(C1-C6alkyl)CO-(C3-C6cycloalkyl), —N(C3-C6cycloalkyl)CO—(C3-C6cycloalkyl), —N(C1-C6alkyl)CO-phenyl, —N(C3-C6cycloalkyl)CO-phenyl, —NHCO-phenyl, —N(CO—C1-C6alkyl)2, —N(CO—C3-C6cycloalkyl)2, —N(CO-phenyl)2, —N(CO—C3-C6cycloalkyl)(CO—C1-C6alkyl), —N(CO—C3-C6cycloalkyl)(CO-phenyl), —N(CO—C1-C6alkyl)(CO-phenyl), —CONH(C1-C6alkyl), —CON(C1-C6alkyl)2, —CONH(C3-C6cycloalkyl), —CON(C1-C6alkyl)(C3-C6cycloalkyl), —CON(C3-C6cycloalkyl)2, —CONH—SO2—C1-C6alkyl, —CONH—SO2-phenyl, —CONH—SO2-(C3-C6cycloalkyl), —CON(C1-C6alkyl)-SO2—C1-C6alkyl, —CON(C1-C6alkyl)-SO2-phenyl, —CON(C1-C6alkyl)-SO2—(C3-C6cycloalkyl), —CONH-phenyl, —CON(C1-C6alkyl)phenyl, —CON(C3-C6cycloalkyl)phenyl, —N(SO2C1-C6alkyl)2, —N(SO2C1-C6haloalkyl)2, —N(SO2C3-C6cycloalkyl)2, —N(SO2C1-C6alkyl)5O2-phenyl, —N(SO2C3-C6cycloalkyl)SO2-phenyl, —NHSO2—C1-C6alkyl, —NHSO2—C1-C6haloalkyl, —N(C1-C6alkyl)SO2—C1-C6alkyl, —N(C3-C6cycloalkyl)SO2—C1-C6alkyl, —NHSO2-phenyl, —N(C1-C6alkyl)SO2-phenyl, —N(C3-C6cycloalkyl)SO2-phenyl, —NHSO2—C3-C6cycloalkyl, —N(C1-C6alkyl)SO2—(C3-C6cycloalkyl), —N(C3-C6cycloalkyl)SO2—(C3-C6cycloalkyl), —SO2NH(C1-C6alkyl), —SO2N(C1-C6alkyl)2, —SO2N(C1-C6alkyl)(C3-C6cycloalkyl), —SO2NH(C3-C6cycloalkyl), —SO2N(C3-C6cycloalkyl)2, —SO2NH(phenyl), —SO2N(C1-C6alkyl)(phenyl), —SO2N(C1-C4cycloalkyl)(phenyl), —NHCS—C1-C6alkyl, —N(C1-C6alkyl)CS—C1-C6alkyl, —N(C3-C6cycloalkyl)CS—C1-C6alkyl, —NHCS—C3-C6cycloalkyl, —N(C1-C6alkyl)CS—(C3-C6cycloalkyl), —N(C3-C6cycloalkyl)CS—(C3-C6cycloalkyl), —N(C1-C6alkyl)CS-phenyl, —N(C3-C6cycloalkyl)CS-phenyl, —NHCS-phenyl, —CSNH(C1-C6alkyl), —CSN(C1-C6alkyl)2, —CSNH(C3-C6cycloalkyl), —CSN(C1-C6alkyl)(C3-C6cycloalkyl), —CSN(C3-C6cycloalkyl)2, —CSNH-phenyl, —CSN(C1-C6alkyl)phenyl, —CSN(C3-C6cycloalkyl)phenyl, —C(═NOC1-C6alkyl)H, —C(═NOC1-C6alkyl)-C1-C6alkyl, phenyl and 5- to 6-membered heteroaryl;

or
R4 is a heterocyclic ring which is selected from the group consisting of 4- to 10-membered saturated or partially unsaturated heterocyclyl, 9-membered heteroaryl and 10-membered heteroaryl, each of which is optionally substituted with one to three substituents independently selected from the group consisting of
halogen, ═O (oxo), hydroxy, —CN, —COOH, —SO2NH2, —CONH2, —CSNH2, —NO2, —SF5, —NH2;
and in each case optionally substituted with —CO2—C1-C6alkyl, C1-C6alkyl, C3-C6cycloalkyl, C3-C6cycloalkyl-C1-C6alkyl, C1-C6haloalkyl, C1-C6alkoxy, C1-C6haloalkoxy, C1-C6alkylthio, C1-C6alkylsulfinyl, C1-C6alkylsulfonyl, C3-C6cycloalkylsulfanyl, C3-C6cycloalkylsulfinyl, C3-C6cycloalkylsulfonyl, C1-C6haloalkylthio, C1-C6haloalkylsulfinyl, C1-C6haloalkylsulfonyl, C2-C4alkenylsulfanyl, C2-C4alkenylsulfinyl, C2-C4alkenylsulfonyl, C2-C4alkinylsulfanyl, C2-C4alkinylsulfinyl, C2-C4alkinylsulfonyl, phenylsulfanyl, phenylsulfinyl, phenylsulfonyl, S—C1-C6alkylsulfinimidoyl, S—C3-C6cycloalkylsulfinimidoyl, S—C2-C6alkenylsulfinimidoyl, S—C2-C6alkinylsulfinimidoyl, S-phenylsulfinimidoyl, S—C1-C6alkylsulfonimidoyl, S—C3-C6cycloalkylsulfonimidoyl, S—C2-C6alkenylsulfonimidoyl, S—C2-C6alkinylsulfonimidoyl, S-phenylsulfonimidoyl, —NH(C1-C6alkyl), —N(C1-C6alkyl)2, —NHCO—C1-C6alkyl, —N(C1-C6alkyl)CO—C1-C6alkyl, —N(C3-C6cycloalkyl)CO—C1-C6alkyl, —NHCO—C3-C6cycloalkyl, —N(C1-C6alkyl)CO-(C3-C6cycloalkyl), —N(C3-C6cycloalkyl)CO—(C3-C6cycloalkyl), —N(C1-C6alkyl)CO-phenyl, —N(C3-C6cycloalkyl)CO-phenyl, —NHCO-phenyl, —N(CO—C1-C6alkyl)2, —N(CO—C3-C6cycloalkyl)2, —N(CO-phenyl)2, —N(CO—C3-C6cycloalkyl)(CO—C1-C6alkyl), —N(CO—C3-C6cycloalkyl)(CO-phenyl), —N(CO—C1-C6alkyl)(CO-phenyl), —CONH(C1-C6alkyl), —CON(C1-C6alkyl)2, —CONH(C3-C6cycloalkyl), —CON(C1-C6alkyl)(C3-C6cycloalkyl), —CON(C3-C6cycloalkyl)2, —CONH—SO2—C1-C6alkyl, —CONH—SO2-phenyl, —CONH—SO2-(C3-C6cycloalkyl), —CON(C1-C6alkyl)-SO2—C1-C6alkyl, —CON(C1-C6alkyl)-SO2-phenyl, —CON(C1-C6alkyl)-SO2—(C3-C6cycloalkyl), —CONH-phenyl, —CON(C1-C6alkyl)phenyl, —CON(C3-C6cycloalkyl)phenyl, —N(SO2C1-C6alkyl)2, —N(SO2C1-C6haloalkyl)2, —N(SO2C3-C6cycloalkyl)2, —N(SO2C1-C6alkyl)SO2-phenyl, —N(SO2C3-C6cycloalkyl)SO2-phenyl, —NHSO2—C1-C6alkyl, —NHSO2—C1-C6haloalkyl, —N(C1-C6alkyl)SO2—C1-C6alkyl, —N(C3-C6cycloalkyl)SO2—C1-C6alkyl, —NHSO2-phenyl, —N(C1-C6alkyl)SO2-phenyl, —N(C3-C6cycloalkyl)SO2-phenyl, —NHSO2—C3-C6cycloalkyl, —N(C1-C6alkyl)SO2—(C3-C6cycloalkyl), —N(C3-C6cycloalkyl)SO2—(C3-C6cycloalkyl), —SO2NH(C1-C6alkyl), —SO2N(C1-C6alkyl)2, —SO2N(C1-C6alkyl)(C3-C6cycloalkyl), —SO2NH(C3-C6cycloalkyl), —SO2N(C3-C6cycloalkyl)2, —SO2NH(phenyl), —SO2N(C1-C6alkyl)(phenyl), —SO2N(C1-C4cycloalkyl)(phenyl), —NHCS—C1-C6alkyl, —N(C1-C6alkyl)CS—C1-C6alkyl, —N(C3-C6cycloalkyl)CS—C1-C6alkyl, —NHCS—C3-C6cycloalkyl, —N(C1-C6alkyl)CS—(C3-C6cycloalkyl), —N(C3-C6cycloalkyl)CS—(C3-C6cycloalkyl), —N(C1-C6alkyl)CS-phenyl, —N(C3-C6cycloalkyl)CS-phenyl, —NHCS-phenyl, —CSNH(C1-C6alkyl), —CSN(C1-C6alkyl)2, —CSNH(C3-C6cycloalkyl), —CSN(C1-C6alkyl)(C3-C6cycloalkyl), —CSN(C3-C6cycloalkyl)2, —CSNH-phenyl, —CSN(C1-C6alkyl)phenyl, —CSN(C3-C6cycloalkyl)phenyl, —C(═NOC1-C6alkyl)H, —C(═NOC1-C6alkyl)-C1-C6alkyl, phenyl and 5- to 6-membered heteroaryl;

R5 is hydrogen, halogen, —CN, or in each case optionally substituted with C1-C6alkyl, C3-C6cycloalkyl, C1-C6alkoxy, —C(O)C1-C6alkoxy,—CH(C1-C6alkoxy)2, —CO2C1-C6alkyl, —CONH(C1-C6alkyl), —CON(C1-C6alkyl)2, —NHCO—C1-C6alkyl, —N(C1-C6alkyl)CO—C1-C6alkyl, —C(═NOC1-C6alkyl)H, or —C(═NOC1-C6alkyl)-C1-C6alkyl,
wherein the compound of formula (a) is not N-{1-[1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1H-tetrazol-5-yl]propyl}prop-2-yn-1-amine.