Intermediate 1

COc1ccc2nc(-c3cccc(C)c3)ccc2c1
Reaction #68709
2-(3-methylphenyl)-6-methoxyquinoline
DOI: 10.6084/m9.figshare.5104873.v1uspto-grants-2013_09
COc1ccc2nc(Sc3ccc(N)cc3)ccc2c1
Reaction #83346
2-(4-aminophenylthio)-6-methoxyquinoline
DOI: 10.6084/m9.figshare.5104873.v1uspto-grants-1997_04
O=C(O)c1ccc(-c2ccc3cc(O)ccc3n2)cc1
Reaction #84060
4-(6-hydroxyquinolin-2-yl)benzoic acid
DOI: 10.6084/m9.figshare.5104873.v1uspto-grants-2016_09
Oc1ccc2nc(-c3ccc(-c4nnn[nH]4)cc3)ccc2c1
Reaction #84061
2-(4-(1H-tetrazol-5-yl)phenyl)quinolin-6-ol
DOI: 10.6084/m9.figshare.5104873.v1uspto-grants-2016_09
CCOC(=O)C1CCC(c2ccc3cc(OC)ccc3n2)CC1
Reaction #84062
ethyl 4-(6-methoxyquinolin-2-yl)cyclohexanecarboxylate
DOI: 10.6084/m9.figshare.5104873.v1uspto-grants-2016_09
COc1ccc2nc(-c3ccc(C(=O)O)cc3Cl)ccc2c1
Reaction #84063
3-chloro-4-(6-methoxyquinolin-2-yl)benzoic acid
Rendement 46.0%DOI: 10.6084/m9.figshare.5104873.v1uspto-grants-2016_09
N#Cc1ccc(-c2ccc3cc(O)ccc3n2)s1
Reaction #84091
5-(6-hydroxyquinolin-2-yl)thiophene-2-carbonitrile
DOI: 10.6084/m9.figshare.5104873.v1uspto-grants-2016_09
COC(=O)c1ccc(-c2ccc3cc(OC)ccc3n2)cc1
Reaction #84097
product
DOI: 10.6084/m9.figshare.5104873.v1uspto-grants-2016_09
COC(=O)c1ccc(-c2ccc3cc(OC)ccc3n2)c(N)c1
Reaction #84099
product
Rendement 19.0%DOI: 10.6084/m9.figshare.5104873.v1uspto-grants-2016_09
COc1ccc2nc(Cl)c(C3(O)CCN(Cc4ccccc4)CC3)cc2c1
Reaction #161743
1-benzyl-4-(2-chloro-6-methoxy-quinolin-3-yl)-piperidin-4-ol
DOI: 10.6084/m9.figshare.5104873.v1uspto-grants-2014_09
COc1ccc2nc(Sc3ccc(N)cc3)ccc2c1
Reaction #189102
DOI: 10.1039/C8SC04228DTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
COc1ccc2nc(Cl)ccc2c1Br
Reaction #544175
5-bromo-2-chloro-6-methoxyquinoline
Rendement 101.7%DOI: 10.6084/m9.figshare.5104873.v1uspto-grants-2007_03
COc1ccc2nc(Cl)c(C3(O)CCN(Cc4ccccc4)CC3)cc2c1
Reaction #556504
1-benzyl-4-(2-chloro-6-methoxy-quinoline-3-yl)-piperidin-4-ol
DOI: 10.6084/m9.figshare.5104873.v1uspto-grants-2014_01
O=C(O)c1ccc(-c2ccc3cc(O)ccc3n2)cc1
Reaction #716036
4-(6-hydroxyquinolin-2-yl)benzoic acid
DOI: 10.6084/m9.figshare.5104873.v1uspto-grants-2016_04
Oc1ccc2nc(-c3ccc(-c4nnn[nH]4)cc3)ccc2c1
Reaction #716037
2-(4-(1H-tetrazol-5-yl)phenyl)quinolin-6-ol
DOI: 10.6084/m9.figshare.5104873.v1uspto-grants-2016_04
CCOC(=O)C1CCC(c2ccc3cc(OC)ccc3n2)CC1
Reaction #716038
ethyl 4-(6-methoxyquinolin-2-yl)cyclohexanecarboxylate
DOI: 10.6084/m9.figshare.5104873.v1uspto-grants-2016_04
COc1ccc2nc(-c3ccc(C(=O)O)cc3Cl)ccc2c1
Reaction #716039
3-chloro-4-(6-methoxyquinolin-2-yl)benzoic acid
Rendement 46.0%DOI: 10.6084/m9.figshare.5104873.v1uspto-grants-2016_04
N#Cc1ccc(-c2ccc3cc(O)ccc3n2)s1
Reaction #716069
5-(6-hydroxyquinolin-2-yl)thiophene-2-carbonitrile
DOI: 10.6084/m9.figshare.5104873.v1uspto-grants-2016_04
COC(=O)c1ccc(-c2ccc3cc(OC)ccc3n2)cc1
Reaction #716075
product
DOI: 10.6084/m9.figshare.5104873.v1uspto-grants-2016_04
COC(=O)c1ccc(-c2ccc3cc(OC)ccc3n2)c(N)c1
Reaction #716077
product
Rendement 19.0%DOI: 10.6084/m9.figshare.5104873.v1uspto-grants-2016_04
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