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848139-78-6

Basic Information
CAS No.: 848139-78-6
Name: 6-amino-4-(3-chloro-4-(pyridin-2-ylmethoxy)phenylamino)-7-ethoxyquinoline-3-carbonitrile
Article Data: 13
Cas Database
Molecular Structure:
Molecular Structure of 848139-78-6 (6-amino-4-(3-chloro-4-(pyridin-2-ylmethoxy)phenylamino)-7-ethoxyquinoline-3-carbonitrile)
Formula: C24H20ClN5O2
Molecular Weight: 445.908
Synonyms: QUI129;
Density: 1.39±0.1 g/cm3(Predicted)
Melting Point: 236-238oC (dec.)
Boiling Point: 649.8±55.0 °C(Predicted)
PSA: 109.31000
LogP: 5.46148
Synthetic route

4-(4-((pyridin-2-yl)methoxy)-3-chloroaniline)-7-ethoxy-6-nitro-3-cyano quinoline

848139-78-6

6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile

Conditions
ConditionsYield
With platinum on carbon; hydrogen In tetrahydrofuran at 25 - 30℃; under 1292.9 Torr; for 6h; Pressure; Temperature; Reagent/catalyst; Solvent;96%

3-cyano-4-[3-chloro-4-(2-pyridinylmethoxy)]anilino-7-ethoxy-N-phthalimidylquinoline

848139-78-6

6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile

Conditions
ConditionsYield
With ammonia In ethanol; water at 62 - 68℃; for 2h;92%
With ethanolamine In water; acetonitrile at 50℃; for 3h; Temperature;

N-(4-[3-chloro-4-(pyridin-2-ylmethoxy)phenylamino]-3-cyano-7-ethoxyquinoline-6-yl)acetamide

848139-78-6

6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile

Conditions
ConditionsYield
With hydrogenchloride In water for 5h; Reflux;78%
With hydrogenchloride; water for 2h; Reflux;68%
Stage #1: N-(4-[3-chloro-4-(pyridin-2-ylmethoxy)phenylamino]-3-cyano-7-ethoxyquinoline-6-yl)acetamide With hydrogenchloride; water Reflux;
Stage #2: With potassium carbonate In water
With hydrogenchloride In water at 80 - 85℃; Solvent;

C19H17ClN4O4

524955-09-7

3-chloro-4-(2-pyridylmethoxy)aniline

A

848139-78-6

6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile

B

C31H27ClN6O5

C

C31H29ClN6O6

Conditions
ConditionsYield
With toluene-4-sulfonic acid In acetonitrile at 80℃; for 6h; Reagent/catalyst; Temperature;A 11.2%
B 48%
C 16.5%
With trifluoroacetic acid In acetonitrile at 60℃; for 6h;A 22.6%
B 34%
C 10.8%
915942-01-7

4-[3-chloro-4-(2-pyridylmethoxy)anilino]-3-cyano-7-ethoxy-6-aminoquinoline hydrochloride

848139-78-6

6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile

Conditions
ConditionsYield
With potassium carbonate In methanol; water for 2.5h; pH=9 - 10;
524955-09-7

3-chloro-4-(2-pyridylmethoxy)aniline

848133-76-6

7-ethoxy-6-acetylamino-4-chloro-quinoline-3-carbonitrile

848139-78-6

6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile

Conditions
ConditionsYield
Stage #1: 3-chloro-4-(2-pyridylmethoxy)aniline; 7-ethoxy-6-acetylamino-4-chloro-quinoline-3-carbonitrile With methanesulfonic acid In ethanol for 6h; Reflux;
Stage #2: With hydrogenchloride; water In ethanol at 80℃; for 19h;
Stage #3: With potassium carbonate In methanol for 3h;
1201080-09-2, 848133-75-5

N-(3-cyano-7-ethoxy-4-oxo-1,4-dihydroquinolin-6-yl)acetamide

848139-78-6

6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: trichlorophosphate / diethylene glycol dimethyl ether / 100 °C
2: pyridine hydrochloride / isopropyl alcohol / Reflux
3: hydrogenchloride / water / 5 h / Reflux
View Scheme
3964-52-1

2-chloro 4-aminophenol

848139-78-6

6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: benzaldehyde / N,N-dimethyl-formamide / 0.17 h / 20 °C
1.2: 24 h / 50 °C
2.1: pyridine hydrochloride / isopropyl alcohol / Reflux
3.1: hydrogenchloride / water / 5 h / Reflux
View Scheme
25351-89-7

N-(2-hydroxy-4-nitrophenyl)acetamide

848139-78-6

6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: potassium carbonate / N,N-dimethyl-formamide / 60 °C
2: palladium on activated charcoal; hydrogen / tetrahydrofuran / 20 °C
3: toluene / 90 °C
4: diphenyl ether-biphenyl eutectic / 250 °C
5: trichlorophosphate / diethylene glycol dimethyl ether / 100 °C
6: pyridine hydrochloride / isopropyl alcohol / Reflux
7: hydrogenchloride / water / 5 h / Reflux
View Scheme
Multi-step reaction with 7 steps
1: potassium carbonate / N,N-dimethyl-formamide / 60 °C
2: hydrogen; palladium 10% on activated carbon / tetrahydrofuran / 53 h / 28 - 30 °C / 2585.81 Torr
3: toluene / 16 h / 90 °C
4: 20 h / 250 - 255 °C
5: trichlorophosphate / diethylene glycol dimethyl ether / 0.75 h / 100 - 102 °C
6: pyridine hydrochloride / isopropyl alcohol / 16 h / Reflux
7: hydrogenchloride; water / 2 h / Reflux
View Scheme
116496-76-5

4-acetamido-3-ethoxynitrobenzene

848139-78-6

6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: palladium on activated charcoal; hydrogen / tetrahydrofuran / 20 °C
2: toluene / 90 °C
3: diphenyl ether-biphenyl eutectic / 250 °C
4: trichlorophosphate / diethylene glycol dimethyl ether / 100 °C
5: pyridine hydrochloride / isopropyl alcohol / Reflux
6: hydrogenchloride / water / 5 h / Reflux
View Scheme
Multi-step reaction with 6 steps
1: hydrogen; palladium 10% on activated carbon / tetrahydrofuran / 53 h / 28 - 30 °C / 2585.81 Torr
2: toluene / 16 h / 90 °C
3: 20 h / 250 - 255 °C
4: trichlorophosphate / diethylene glycol dimethyl ether / 0.75 h / 100 - 102 °C
5: pyridine hydrochloride / isopropyl alcohol / 16 h / Reflux
6: hydrogenchloride; water / 2 h / Reflux
View Scheme
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