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CAS No.: | 848139-78-6 |
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Name: | 6-amino-4-(3-chloro-4-(pyridin-2-ylmethoxy)phenylamino)-7-ethoxyquinoline-3-carbonitrile |
Article Data: | 13 |
Cas Database | |
Molecular Structure: | |
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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 |
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
Conditions | Yield |
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With platinum on carbon; hydrogen In tetrahydrofuran at 25 - 30℃; under 1292.9 Torr; for 6h; Pressure; Temperature; Reagent/catalyst; Solvent; | 96% |
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
Conditions | Yield |
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With ammonia In ethanol; water at 62 - 68℃; for 2h; | 92% |
With ethanolamine In water; acetonitrile at 50℃; for 3h; Temperature; |
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
Conditions | Yield |
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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; |
3-chloro-4-(2-pyridylmethoxy)aniline
A
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
Conditions | Yield |
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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% |
4-[3-chloro-4-(2-pyridylmethoxy)anilino]-3-cyano-7-ethoxy-6-aminoquinoline hydrochloride
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
Conditions | Yield |
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With potassium carbonate In methanol; water for 2.5h; pH=9 - 10; |
3-chloro-4-(2-pyridylmethoxy)aniline
7-ethoxy-6-acetylamino-4-chloro-quinoline-3-carbonitrile
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
Conditions | Yield |
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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; |
N-(3-cyano-7-ethoxy-4-oxo-1,4-dihydroquinolin-6-yl)acetamide
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
Conditions | Yield |
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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 |
2-chloro 4-aminophenol
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
Conditions | Yield |
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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 |
N-(2-hydroxy-4-nitrophenyl)acetamide
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
Conditions | Yield |
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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 |
4-acetamido-3-ethoxynitrobenzene
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
Conditions | Yield |
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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 |