Pyridin-2-yl-thiourea and pyridin-2-yl-amine derivatives as intermediates for the preparation of glucokinase activating pyridin-2-yl-amino-1,2,4-thiadiazoles
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.
申请号：
ES13186328
公开号：
ES2569734T3
申请日:
2008.09.15
申请国别(地区):
ES
年份:
2016
代理人:
摘要：
A compound of the formula: ** Formula ** where: with the proviso that the compound is not 1- (5-chloro-3-phenoxypyridin-2-yl) thiourea, 1- (5-bromo-3-phenoxypyridine- 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-cyanophenoxy) pyridin-2-yl) thiourea, 1- (3- (2-bromo-4-fluorophenoxy) -5- (3-methoxyphenylthio) pyridin-2-yl) thiourea； 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 alkyl (1-6C), F, Br, CF3, OH, CN, SO2Me, C (>； = O) NH (alkyl 1-3C) N (alkyl) 2 and C (>； = O) NH (alkyl 1- 3C) hetCyc1； hetAr1 is a 5-6 membered heteroaryl group that has 1-3 ring nitrogen atoms and is optionally substituted with one or more groups independently selected from (1-6C alkyl), Cl, CF3 and (1-6C alkyl ) OH； hetAr2 is a 5.6 or 6.6 bicyclic heteroaryl ring system, partially unsaturated, having 1-2 nitrogen atoms in the ring and optionally having an oxygen atom in the ring； 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； hetAra is a 6-membered heteroaryl that has 1-2 ring nitrogen atoms； R6 is Ar2, hetAr4, (1-6C alkyl), - (1-6C alkyl) OH, polyhydroxy (1-6C alkyl), -CH (R9) -Ar3, -CH (R10) -hetAr5, hetAr6, cycloalkyl ( 5-6C) substituted with 1 to 4 OH, (1-3C 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 (1-3C alkyl) 2 and C (>； = O) NH (1-3C alkyl) hetCyc2； hetAr4 is a 5-6 membered heteroaryl ring having 1-3 nitrogen atoms and 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)
