发明名称 INTERMEDIATES FOR THE PREPARATION OF PYRIDIN-2-YL-AMINO-1,2,4-THIADIAZOLE DERIVATIVES
摘要 Provided are intermediates having the formulas;;wherein R2, R3, and L are as defined in the specification, which are useful in the preparation of pyridin-2-yl-amino-1,2,4-thiadiazole derivatives.
申请公布号 US2015057448(A1) 申请公布日期 2015.02.26
申请号 US201414494430 申请日期 2014.09.23
申请人 Array BioPharma Inc. 发明人 Aicher Thomas Daniel;Boyd Steven Armen;Chicarelli Mark Joseph;Condroski Kevin Ronald;Fell Jay Bradford;Fischer John P.;Gunawardana Indrani W.;Hinklin Ronald Jay;Singh Ajay;Turner Timothy M.;Wallace Eli M.
分类号 C07D401/14;C07D401/12 主分类号 C07D401/14
代理机构 代理人
主权项 1. A compound of formula:where: L is O or S; R2 is Ar1, hetAr1, hetAr2 or hetAr3; Ar1 is phenyl or naphthyl, each of which is optionally substituted with one or more groups independently selected from (1-6C)alkyl, F, Br, CF3, OH, CN, SO2Me, C(═O)NH(1-3C alkyl)N(alkyl)2 and C(═O)NH(1-3C alkyl)hetCyc1; hetAr1 is a 5-6 membered heteroaryl group having 1-3 ring nitrogen atoms and optionally substituted with one or more groups independently selected from (1-6C alkyl), Cl, CF3 and (1-6C alkyl)OH; hetAr2 is a partially unsaturated 5,6 or 6,6 bicyclic heteroaryl ring system having 1-2 ring nitrogen atoms and optionally having a ring oxygen atom; hetAr3 is a 9-10 membered bicyclic heteroaryl ring having 1-3 ring nitrogen atoms; R3 is Cl, Br, CF3, aryl, hetAra, SR6 or OR6; hetAr1 is a 6-membered heteroaryl having 1-2 ring nitrogen atoms; R6 is Ar2, hetAr4, (1-6C alkyl), -(1-6C alkyl)OH, polyhydroxy(1-6C alkyl), —CH(R9)—Ar3, —CH(R19)-hetAr5, hetAr6, (5-6C)cycloalkyl substituted with 1 to 4 OH, (1-3 C alkoxy)(1-6C alkyl), or cyclopropyl(1-6C alkyl); Ar2 is phenyl optionally substituted with one or more groups independently selected from (1-6C)alkyl, F, Br, Cl, CF3, CN, OH, O-(1-6C alkyl), C(═O)OH, C(═O)O(1-6C alkyl), C(═O)NH(1-3C alkyl)N(1-3 Calkyl)2 and C(═O)NH(1-3C alkyl)hetCyc2; hetAr4 is a 5-6 membered heteroaryl ring having 1-3 nitrogen atoms and optionally substituted with one or more groups independently selected from (1-6C)alkyl, F, Br, Cl, CF3, CN, OH, O-(1-6C alkyl), C(═O)OH, C(═O)O(1-6C alkyl), C(═O)NH(1-3C alkyl)N(1-3 Calkyl)2 and C(═O)NH(1-3C alkyl)hetCyc2; Ar1 is phenyl optionally substituted with one or more groups independently selected from F, Cl, Br, and (1-6C)alkyl; hetAr5 is a 5-6-membered heteroaryl having 1-2 ring nitrogen atoms;hetAr6 is a 9-10 membered bicyclic heteroaromatic ring having 2-3 heteroatoms independently selected from N, S and O (provided the ring does not contain an O—O bond) which is optionally substituted with one or more groups independently selected from (1-6C)alkyl, F, Br, Cl, CF3, CN, OH, —O—(1-6C alkyl), C(═O)OH, C(═O)O(1-6C alkyl) and C(═O)NH(1-3C alkyl)N(1-3 Calkyl)2; R9 and R10 are independently hydrogen, (1-6C)alkyl, (1-6C)alkylOH, or CF3; and hetCyc1 and hetCyc2 are independently a 5-7 membered heterocyclic ring having 1-2 ring heteroatoms independently selected from N and O; provided that the compound is not: 1-(5-chloro-3-phenoxypyridin-2-yl)thiourea, 1-(5-bromo-3-phenoxypyridin-2-yl)thiourea, 1-(5-bromo-3-(4-fluorophenoxy)pyridin-2-yl)thiourea, 1-(5-bromo-3-(phenylthio)pyridin-2-yl)thiourea, 1-(5-bromo-3-(4-cyanophenoxyl)pyridin-2-yl)thiourea, or 1-(3-(2-bromo-4-fluorophenoxy)-5-(3-methoxyphenylthio)pyridin-2-yl)thiourea.
地址 Boulder CO US