Product Name

  • Name

    7-Benzyloxy-4-chloro-6-methoxy-quinoline

  • EINECS 1592732-453-0
  • CAS No. 286371-49-1
  • Article Data15
  • CAS DataBase
  • Density 1.262
  • Solubility
  • Melting Point
  • Formula C17H14ClNO2
  • Boiling Point 434.8±40.0 °C(Predicted)
  • Molecular Weight 299.757
  • Flash Point
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 286371-49-1 (7-Benzyloxy-4-chloro-6-methoxy-quinoline)
  • Hazard Symbols
  • Synonyms 7-(Benzyloxy)-4-chloro-6-methoxyquinoline;QC-2632;4-chloro-7-benzyloxy-6-methoxy-quinoline;4-chloro-6-methoxy-7-benzyloxyquinoline;
  • PSA 31.35000
  • LogP 4.47580

Synthetic route

4-hydroxy-6-methoxy-7-benzyloxyquinoline
205448-29-9, 849217-23-8

4-hydroxy-6-methoxy-7-benzyloxyquinoline

7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

Conditions
ConditionsYield
Stage #1: 7-benzyloxy-4-hydroxy-6-methoxyquinoline With trichlorophosphate for 2h; Heating / reflux;
Stage #2: With sodium hydrogencarbonate; sodium carbonate In water at 20℃; pH=8;
95%
With trichlorophosphate for 2h; Heating / reflux;95%
With trichlorophosphate In toluene at 120℃; for 1.5h;90%
4-chloro-6-methoxy-7-hydroxyquinoline
205448-31-3

4-chloro-6-methoxy-7-hydroxyquinoline

benzyl bromide
100-39-0

benzyl bromide

7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 45℃; for 2h;95%
6-methoxy-7-benzyloxy-4(1H)-quinolinone
205448-29-9, 849217-23-8

6-methoxy-7-benzyloxy-4(1H)-quinolinone

7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

Conditions
ConditionsYield
Stage #1: 6-methoxy-7-benzyloxy-4(1H)-quinolinone With trichlorophosphate at 110℃; for 3h;
Stage #2: With sodium carbonate In chloroform; water Cooling with ice;
94%
With sodium hydroxide; trichlorophosphate In chloroform21%
With trichlorophosphate In acetonitrile for 6h; Reflux;174.8 g
1-(2-amino-4-(benzyloxy)-5-methoxyphenyl)ethanone
75665-73-5

1-(2-amino-4-(benzyloxy)-5-methoxyphenyl)ethanone

7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium methylate / Dimethyl ether / 0.5 h / 20 °C
1.2: 8 h
2.1: trichlorophosphate / toluene / 2 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1.1: sodium methylate / 1,2-dimethoxyethane / 0.5 h / Inert atmosphere
1.2: Inert atmosphere
2.1: trichlorophosphate / 10 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1.1: sodium methylate / 1,2-dimethoxyethane / 0.5 h
1.2: 15 h / 20 °C
2.1: trichlorophosphate / 4.33 h / Cooling with ice; Reflux
View Scheme
benzyl bromide
100-39-0

benzyl bromide

7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 40 °C
2.1: nitric acid; sulfuric acid / dichloromethane / 1 h / 0 °C / pH 7 - 8
3.1: ammonium formate; iron / toluene; water / 103 °C
4.1: sodium methylate / Dimethyl ether / 0.5 h / 20 °C
4.2: 8 h
5.1: trichlorophosphate / toluene / 2 h / Reflux
View Scheme
Multi-step reaction with 5 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 40 °C
2.1: nitric acid; sulfuric acid / dichloromethane / 2.25 h / 0 °C
3.1: iron; ammonium acetate / toluene; water / 105 °C
4.1: sodium methylate / 1,2-dimethoxyethane / 0.5 h / Inert atmosphere
4.2: Inert atmosphere
5.1: trichlorophosphate / 10 h / Reflux
View Scheme
Multi-step reaction with 5 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 0.25 h / 20 °C
1.2: 4 h / 20 °C
2.1: nitric acid / dichloromethane / 2 h / -20 - -10 °C
3.1: 5,5-dimethyl-1,3-cyclohexadiene / 15 h / Reflux
4.1: iron; acetic acid / 2 h / 60 - 90 °C
5.1: trichlorophosphate / acetonitrile / 6 h / Reflux
View Scheme
4-benzyloxy-3-methoxyacetophenone
1835-11-6

4-benzyloxy-3-methoxyacetophenone

7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: nitric acid; sulfuric acid / dichloromethane / 1 h / 0 °C / pH 7 - 8
2.1: ammonium formate; iron / toluene; water / 103 °C
3.1: sodium methylate / Dimethyl ether / 0.5 h / 20 °C
3.2: 8 h
4.1: trichlorophosphate / toluene / 2 h / Reflux
View Scheme
Multi-step reaction with 4 steps
1.1: nitric acid; sulfuric acid / dichloromethane / 2.25 h / 0 °C
2.1: iron; ammonium acetate / toluene; water / 105 °C
3.1: sodium methylate / 1,2-dimethoxyethane / 0.5 h / Inert atmosphere
3.2: Inert atmosphere
4.1: trichlorophosphate / 10 h / Reflux
View Scheme
Multi-step reaction with 4 steps
1: nitric acid / dichloromethane / 2 h / -20 - -10 °C
2: 5,5-dimethyl-1,3-cyclohexadiene / 15 h / Reflux
3: iron; acetic acid / 2 h / 60 - 90 °C
4: trichlorophosphate / acetonitrile / 6 h / Reflux
View Scheme
1-(4-(benzyloxy)-5-methoxy-2-nitrophenyl)ethanone
75665-88-2

1-(4-(benzyloxy)-5-methoxy-2-nitrophenyl)ethanone

7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: ammonium formate; iron / toluene; water / 103 °C
2.1: sodium methylate / Dimethyl ether / 0.5 h / 20 °C
2.2: 8 h
3.1: trichlorophosphate / toluene / 2 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1.1: iron; ammonium acetate / toluene; water / 105 °C
2.1: sodium methylate / 1,2-dimethoxyethane / 0.5 h / Inert atmosphere
2.2: Inert atmosphere
3.1: trichlorophosphate / 10 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1: 5,5-dimethyl-1,3-cyclohexadiene / 15 h / Reflux
2: iron; acetic acid / 2 h / 60 - 90 °C
3: trichlorophosphate / acetonitrile / 6 h / Reflux
View Scheme
1-(3-methoxy-4-hydroxyphenyl)ethanone
498-02-2

1-(3-methoxy-4-hydroxyphenyl)ethanone

7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 40 °C
2.1: nitric acid; sulfuric acid / dichloromethane / 1 h / 0 °C / pH 7 - 8
3.1: ammonium formate; iron / toluene; water / 103 °C
4.1: sodium methylate / Dimethyl ether / 0.5 h / 20 °C
4.2: 8 h
5.1: trichlorophosphate / toluene / 2 h / Reflux
View Scheme
Multi-step reaction with 5 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 40 °C
2.1: nitric acid; sulfuric acid / dichloromethane / 2.25 h / 0 °C
3.1: iron; ammonium acetate / toluene; water / 105 °C
4.1: sodium methylate / 1,2-dimethoxyethane / 0.5 h / Inert atmosphere
4.2: Inert atmosphere
5.1: trichlorophosphate / 10 h / Reflux
View Scheme
Multi-step reaction with 5 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 0.25 h / 20 °C
1.2: 4 h / 20 °C
2.1: nitric acid / dichloromethane / 2 h / -20 - -10 °C
3.1: 5,5-dimethyl-1,3-cyclohexadiene / 15 h / Reflux
4.1: iron; acetic acid / 2 h / 60 - 90 °C
5.1: trichlorophosphate / acetonitrile / 6 h / Reflux
View Scheme
5-{[(3-(benzyloxy)-4-methoxyphenyl)amino]methylene}-2,2-dimethyl-1,3-dioxane-4,6- dione
205448-28-8

5-{[(3-(benzyloxy)-4-methoxyphenyl)amino]methylene}-2,2-dimethyl-1,3-dioxane-4,6- dione

7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: biphenyl / diphenylether / 1 h / 220 °C / Inert atmosphere
2: trichlorophosphate / 5 h / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 2 steps
1: 1,2-dichloro-benzene / 7 h / 180 °C
2: trichlorophosphate / toluene / 1.5 h / 120 °C
View Scheme
Multi-step reaction with 2 steps
1: 1,2-dichloro-benzene / 7 h / 180 °C
2: trichlorophosphate / N,N-dimethyl-formamide / 1 h / 100 °C
View Scheme
1-[2-nitro-4-benzyloxy-5-methoxyphenyl]-3-(dimethylamino)prop-2-en-1-one

1-[2-nitro-4-benzyloxy-5-methoxyphenyl]-3-(dimethylamino)prop-2-en-1-one

7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: iron; acetic acid / 2 h / 60 - 90 °C
2: trichlorophosphate / acetonitrile / 6 h / Reflux
View Scheme
2-(benzyloxy)-1-methoxy-4-nitrobenzene
75167-86-1

2-(benzyloxy)-1-methoxy-4-nitrobenzene

7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: ammonium chloride; iron / ethanol; water / 1 h / 20 °C / Reflux
2: ethanol / 1 h / Reflux
3: 1,2-dichloro-benzene / 7 h / 180 °C
4: trichlorophosphate / toluene / 1.5 h / 120 °C
View Scheme
Multi-step reaction with 4 steps
1: iron / ethanol; water / Reflux
2: ethanol / 1 h / 80 °C
3: 1,2-dichloro-benzene / 7 h / 180 °C
4: trichlorophosphate / N,N-dimethyl-formamide / 1 h / 100 °C
View Scheme
3-benzyloxy-4-methoxybenzeneamine
61324-40-1

3-benzyloxy-4-methoxybenzeneamine

7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: ethanol / 1 h / Reflux
2: 1,2-dichloro-benzene / 7 h / 180 °C
3: trichlorophosphate / toluene / 1.5 h / 120 °C
View Scheme
Multi-step reaction with 3 steps
1: ethanol / 1 h / 80 °C
2: 1,2-dichloro-benzene / 7 h / 180 °C
3: trichlorophosphate / N,N-dimethyl-formamide / 1 h / 100 °C
View Scheme
5-nitroguaiacol
636-93-1

5-nitroguaiacol

7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: potassium carbonate / N,N-dimethyl-formamide / 40 °C
2: ammonium chloride; iron / ethanol; water / 1 h / 20 °C / Reflux
3: ethanol / 1 h / Reflux
4: 1,2-dichloro-benzene / 7 h / 180 °C
5: trichlorophosphate / toluene / 1.5 h / 120 °C
View Scheme
Multi-step reaction with 5 steps
1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 90 °C
2: iron / ethanol; water / Reflux
3: ethanol / 1 h / 80 °C
4: 1,2-dichloro-benzene / 7 h / 180 °C
5: trichlorophosphate / N,N-dimethyl-formamide / 1 h / 100 °C
View Scheme
7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

4-chloro-6-methoxy-7-hydroxyquinoline
205448-31-3

4-chloro-6-methoxy-7-hydroxyquinoline

Conditions
ConditionsYield
With methanesulfonic acid; trifluoroacetic acid for 3h; Reflux; Inert atmosphere;100%
Stage #1: 7-(benzyloxy)-4-chloro-6-methoxyquinoline With methanesulfonic acid; trifluoroacetic acid for 3h; Reflux;
Stage #2: With sodium hydroxide for 2h; pH=7;
100%
With trifluoroacetic acid at 75℃; for 6h;95.4%
With hydrogen bromide; acetic acid In water at 80℃; for 3h;80%
7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

4-Amino-3-chlorophenol hydrochloride
52671-64-4

4-Amino-3-chlorophenol hydrochloride

4-{[7-(Benzyloxy)-6-methoxy-4-quinolyl]oxy}-2-chloroaniline
286371-53-7

4-{[7-(Benzyloxy)-6-methoxy-4-quinolyl]oxy}-2-chloroaniline

Conditions
ConditionsYield
With sodium hydride; potassium carbonate In N,N-dimethyl-formamide; mineral oil at 100℃; for 2h; Inert atmosphere;98%
With dimethyl sulfoxide In methanol; water66%
7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

4-(7-benzyloxy-6-methoxyquinolin-4-yloxy)aniline
516526-32-2

4-(7-benzyloxy-6-methoxyquinolin-4-yloxy)aniline

Conditions
ConditionsYield
Stage #1: 4-amino-phenol With sodium methylate In methanol; ISOPROPYLAMIDE at 20℃; for 1h;
Stage #2: 7-(benzyloxy)-4-chloro-6-methoxyquinoline In ISOPROPYLAMIDE at 120℃; for 22h;
96%
Multi-step reaction with 2 steps
1.1: 1-methyl-pyrrolidin-2-one / 2 h / 150 °C
2.1: hydrogenchloride; methanol; water / 6 h / Heating / reflux
2.2: pH 12
View Scheme
Multi-step reaction with 2 steps
1: N-ethyl-N,N-diisopropylamine / 5,5-dimethyl-1,3-cyclohexadiene / 140 °C / Inert atmosphere
2: iron; ammonium chloride / ethanol; water / 2 h / 90 °C / Inert atmosphere
View Scheme
7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

2-fluoro-4-nitrophenol
403-19-0

2-fluoro-4-nitrophenol

7-benzyloxy-4-(2-fluoro-4-nitro-phenoxy)-6-methyloxyquinoline
479690-03-4

7-benzyloxy-4-(2-fluoro-4-nitro-phenoxy)-6-methyloxyquinoline

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In chlorobenzene at 140℃; for 18h;92%
With N-ethyl-N,N-diisopropylamine In chlorobenzene for 48h; Reflux;82%
With N-ethyl-N,N-diisopropylamine In 5,5-dimethyl-1,3-cyclohexadiene at 140℃;81%
7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

ethyl 1-[(3-fluoro-4-hydroxyphenyl)carbamoyl]cyclopropane-1-carboxylate

ethyl 1-[(3-fluoro-4-hydroxyphenyl)carbamoyl]cyclopropane-1-carboxylate

ethyl 1-[[3-fluoro-4-[[6-methoxy-7-benzyloxyquinolin-4-yl]oxy]phenyl]carbamoyl]cyclopropane-1-carboxylate

ethyl 1-[[3-fluoro-4-[[6-methoxy-7-benzyloxyquinolin-4-yl]oxy]phenyl]carbamoyl]cyclopropane-1-carboxylate

Conditions
ConditionsYield
With dmap at 160℃; for 4h;90.5%
4-nitro-phenol
100-02-7

4-nitro-phenol

7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

7-(benzyloxy)-6-methoxy-4-(4-nitrophenoxy)quinoline
417725-03-2

7-(benzyloxy)-6-methoxy-4-(4-nitrophenoxy)quinoline

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In xylene for 12h; Reflux;84.3%
In chlorobenzene for 16h; Reflux;62.4%
In chlorobenzene for 20h; Reflux;201.8 g
1-(2-fluoro-3-hydroxy-6-nitrophenyl)propan-2-one
649736-31-2

1-(2-fluoro-3-hydroxy-6-nitrophenyl)propan-2-one

7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

1-(3-(7-(benzyloxy)-6-methoxyquinolin-4-yloxy)-2-fluoro-6-nitrophenyl)propan-2-one
1210828-42-4

1-(3-(7-(benzyloxy)-6-methoxyquinolin-4-yloxy)-2-fluoro-6-nitrophenyl)propan-2-one

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane In 1-methyl-pyrrolidin-2-one at 100℃;84%
7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

3-fluoro-4-nitrophenol
394-41-2

3-fluoro-4-nitrophenol

7-(benzyloxy)-4-(3-fluoro-4-nitrophenoxy)-6-methoxyquinoline
286371-58-2

7-(benzyloxy)-4-(3-fluoro-4-nitrophenoxy)-6-methoxyquinoline

Conditions
ConditionsYield
In chlorobenzene at 120℃; for 21h;82%
Stage #1: 7-(benzyloxy)-4-chloro-6-methoxyquinoline; 3-fluoro-4-nitrophenol In chlorobenzene at 120℃; for 21h;
Stage #2: With sodium hydroxide In chloroform; water; chlorobenzene at 20℃;
82%
With N-ethyl-N,N-diisopropylamine In chlorobenzene at 140℃; for 15h;50%
With sodium hydroxide In chloroform; chlorobenzene47%
In chlorobenzene for 16h; Reflux;
7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

methyl-phenyl-thioether
100-68-5

methyl-phenyl-thioether

4-chloro-6-methoxy-7-hydroxyquinoline
205448-31-3

4-chloro-6-methoxy-7-hydroxyquinoline

Conditions
ConditionsYield
With sodium hydroxide; methanesulfonic acid In hexane; trifluorormethanesulfonic acid75%
7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

4-amino-2-fluorophenol
399-96-2

4-amino-2-fluorophenol

4-(7-(benzyloxy)-6-methoxyquinolin-4-yloxy)-3-fluorobenzenamine
479690-04-5

4-(7-(benzyloxy)-6-methoxyquinolin-4-yloxy)-3-fluorobenzenamine

Conditions
ConditionsYield
Stage #1: 4-amino-2-fluorophenol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.5h; Inert atmosphere;
Stage #2: 7-(benzyloxy)-4-chloro-6-methoxyquinoline In N,N-dimethyl-formamide; mineral oil at 100℃; for 30h;
73%
7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

N-(3-fluoro-4-hydroxyphenyl)-N'-(2-phenylethyl)ethanediamide
849217-56-7

N-(3-fluoro-4-hydroxyphenyl)-N'-(2-phenylethyl)ethanediamide

N-{4-[(7-benzyloxy-6-methoxyquinolin-4-yl)oxy]-3-fluorophenyl}-N'-(2-phenylethyl)ethanediamide

N-{4-[(7-benzyloxy-6-methoxyquinolin-4-yl)oxy]-3-fluorophenyl}-N'-(2-phenylethyl)ethanediamide

Conditions
ConditionsYield
With dmap; bromobenzene for 6h; Heating / reflux;61%
With dmap In bromobenzene for 6h; Heating / reflux;61%
7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

para-nitrobenzenethiol
1849-36-1

para-nitrobenzenethiol

7-(benzyloxy)-6-methoxy-4-((4-nitrophenyl)thio)quinoline

7-(benzyloxy)-6-methoxy-4-((4-nitrophenyl)thio)quinoline

Conditions
ConditionsYield
In chlorobenzene for 16h; Reflux;60.1%
6-hydroxy-N-methyl-1-naphthalenecarboxamide
847802-91-9

6-hydroxy-N-methyl-1-naphthalenecarboxamide

7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

6-(7-(benzyloxy)-6-methoxyquinolin-4-yloxy)-N-methyl-1-naphthamide
1058137-70-4

6-(7-(benzyloxy)-6-methoxyquinolin-4-yloxy)-N-methyl-1-naphthamide

Conditions
ConditionsYield
With copper(l) iodide; caesium carbonate In N,N-dimethyl-formamide; acetylacetone at 120℃; for 24h; Reagent/catalyst; Solvent; Temperature; Time; Concentration;58%
With dmap In 1,4-dioxane for 72h; Product distribution / selectivity; Heating / reflux;
7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

meta-nitrophenol
554-84-7

meta-nitrophenol

C23H18N2O5

C23H18N2O5

Conditions
ConditionsYield
In chlorobenzene for 16h; Reflux;52.4%
In chlorobenzene for 18h; Reflux;
7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

2,5-dimethyl-4-amino phenol
3096-71-7

2,5-dimethyl-4-amino phenol

4-{[7-(Benzyloxy)-6-methoxy-4-quinolyl]oxy}-2,5-dimethylaniline
286371-50-4

4-{[7-(Benzyloxy)-6-methoxy-4-quinolyl]oxy}-2,5-dimethylaniline

Conditions
ConditionsYield
With dimethyl sulfoxide In methanol; water52%
7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

4-amino-2,3-dimethylphenol
3096-69-3

4-amino-2,3-dimethylphenol

sodium hydrogencarbonate
144-55-8

sodium hydrogencarbonate

4-{[7-(Benzyloxy)-6-methoxy-4-quinolyl]oxy}-2,3-dimethylaniline
286371-56-0

4-{[7-(Benzyloxy)-6-methoxy-4-quinolyl]oxy}-2,3-dimethylaniline

Conditions
ConditionsYield
With dimethyl sulfoxide49%
7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

2-phenyl-[1,8]naphthyridin-3-ol
666735-37-1

2-phenyl-[1,8]naphthyridin-3-ol

3-(7-benzyloxy-6-methoxy-quinolin-4-yloxy)-2-phenyl-[1,8]naphthyridine

3-(7-benzyloxy-6-methoxy-quinolin-4-yloxy)-2-phenyl-[1,8]naphthyridine

Conditions
ConditionsYield
With dmap In 1,2-dichloro-benzene at 140℃; for 20h;42%
7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

3,4-dihydro-2H-benzo[b][1,4]oxazin-7-ol hydrochloride
1149370-96-6

3,4-dihydro-2H-benzo[b][1,4]oxazin-7-ol hydrochloride

7-(7-(benzyloxy)-6-methoxyquinolin-4-yloxy)-3,4-dihydro-2H-benzo[b][1,4]oxazine
1149370-97-7

7-(7-(benzyloxy)-6-methoxyquinolin-4-yloxy)-3,4-dihydro-2H-benzo[b][1,4]oxazine

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 80℃; for 109h;40.5%
7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

thiophene-2-carboxylic acid (4-hydroxy-phenyl)-amide
98902-53-5

thiophene-2-carboxylic acid (4-hydroxy-phenyl)-amide

thiophene-2-carboxylic acid [4-(7-benzyloxy-6-methoxy-quinolin-4-yloxy)-phenyl]-amide
914490-48-5

thiophene-2-carboxylic acid [4-(7-benzyloxy-6-methoxy-quinolin-4-yloxy)-phenyl]-amide

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 140℃; for 5h;36%
7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

p-benzoylaminophenol
15457-50-8

p-benzoylaminophenol

N-[4-(7-benzyloxy-6-methoxy-quinolin-4-yloxy)-phenyl]-benzamide
914200-89-8

N-[4-(7-benzyloxy-6-methoxy-quinolin-4-yloxy)-phenyl]-benzamide

Conditions
ConditionsYield
at 140℃; for 3h;32%
at 140℃; for 3h; Product distribution / selectivity;32%
at 140℃; for 3h;32%
In N,N-dimethyl-formamide at 145℃; for 7h; Product distribution / selectivity;28%
4-fluoro-2-methyl-1H-indol-5-ol
288385-88-6

4-fluoro-2-methyl-1H-indol-5-ol

7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

7-(benzyloxy)-4-(4-fluoro-2-methyl-1H-indol-5-yloxy)-6-methoxyquinoline
1210828-43-5

7-(benzyloxy)-4-(4-fluoro-2-methyl-1H-indol-5-yloxy)-6-methoxyquinoline

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20 - 100℃; for 16h; Inert atmosphere;27%
With dmap In 1,4-dioxane for 72h; Reflux;
7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

2-(4-hydroxyphenyl)-1-phenylethan-1-one
6420-90-2

2-(4-hydroxyphenyl)-1-phenylethan-1-one

2-[4-(7-benzyloxy-6-methoxy-quinolin-4-yloxy)-phenyl]-1-phenyl-ethanone
914490-65-6

2-[4-(7-benzyloxy-6-methoxy-quinolin-4-yloxy)-phenyl]-1-phenyl-ethanone

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 145℃; for 5h;21%
7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

sodium 4-aminophenolate
15267-98-8

sodium 4-aminophenolate

4-(7-benzyloxy-6-methoxyquinolin-4-yloxy)aniline
516526-32-2

4-(7-benzyloxy-6-methoxyquinolin-4-yloxy)aniline

Conditions
ConditionsYield
In ISOPROPYLAMIDE at 120℃; for 22h;
7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

4-acetaminophenol
103-90-2

4-acetaminophenol

N-[4-(7-benzyloxy-6-methoxy-quinolin-4-yloxy)-phenyl]-acetamide
914490-52-1

N-[4-(7-benzyloxy-6-methoxy-quinolin-4-yloxy)-phenyl]-acetamide

Conditions
ConditionsYield
In 1-methyl-pyrrolidin-2-one at 150℃; for 2h;
7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

6-hydroxy-1-naphthoic acid
2437-17-4

6-hydroxy-1-naphthoic acid

6-(7-(benzyloxy)-6-methoxyquinolin-4-yloxy)-1-naphthoic acid
1044676-75-6

6-(7-(benzyloxy)-6-methoxyquinolin-4-yloxy)-1-naphthoic acid

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 130℃; for 5h;
indol-5-ol
1953-54-4

indol-5-ol

7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

C25H20N2O3
1058157-84-8

C25H20N2O3

Conditions
ConditionsYield
With dmap In 1,4-dioxane for 72h; Heating / reflux;
5-amino-1H-indole
5192-03-0

5-amino-1H-indole

7-(benzyloxy)-4-chloro-6-methoxyquinoline
286371-49-1

7-(benzyloxy)-4-chloro-6-methoxyquinoline

4-(1H-indol-5-ylamino)-7-benzyloxy-6-methoxy-quinoline
1058157-22-4

4-(1H-indol-5-ylamino)-7-benzyloxy-6-methoxy-quinoline

Conditions
ConditionsYield
In isopropyl alcohol for 1h; Heating / reflux;
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