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inquiry4-[4-[(2-Pyridyl)methoxy]-3-chloroanilino]-6-amino-3-cyano-7-ethoxyquinoline CAS No.:848139-78-6 Name: 4-[4-[(2-Pyridyl)methoxy]-3-chloroanilino]-6-amino-3-cyano-7-ethoxyquinoline Synonyms: 6-Amino-4-[3-chloro-4-[(2-pyridi
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Cas:848139-78-6
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inquiryChemwill Asia co.,Ltd is one of the leading manufacturer in CHINA. Product quality, process, price and service 6-amino-4-(3-chloro-4-(pyridin-2-ylmethoxy)phenylamino)-7-ethoxyquinoline-3-carbonitrile 848139-78-6 Factory PRICE IN STOCK COA C
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inquiryOur advantages: 1. All inquiries will be replied within 12 hours. 2. Dedication to quality, supply & service. 3. Strictly on selecting raw materials. 4. Reasonable & competitive price, fast lead time. 5. Sample is available for your eva
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inquiryOur company was built in 2009 with an ISO certificate.In the past 6 years, we have grown up as a famous fine chemicals supplier in China and we had established stable business relationships with Samsung,LG,Merck,Thermo Fisher Scientific and so on.O
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inquiry6-amino-4-(3-chloro-4-(pyridin-2-ylmethoxy)phenylamino)-7-ethoxyquinoline-3-carbonitrile CAS:848139-78-6 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade
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Min.Order:1 Gram
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inquiryAdvantage : LIDE PHARMACEUTICALS LTD. is a mid-small manufacturing-type enterprise, engaged in pharmaceutical intermediates of R&D, custom-made and production, and also involving trading chemicals for export. We have established the R&
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inquiryHenan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod
Appearance:off-white solid Storage:Store in a cool,dry place and keep away from direct strong light Package:As customer request Application:Used for Synthesis API and Research Transportation:As customer request Port:Qingdao/Shangha
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inquiryA substitute for perfluorooctanoic acid, mainly used as a surfactant, dispersant, additive, etc Appearance:White solid or Colorless liquid Purity:99.3 % We will ship the goods in a timely manner as required We can provide relevant documents acc
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Product name: 6-Amino-4-[3-Chloro-4-(2-Pyridylmethoxy)anilino]-7-Ethoxy-Quinoline-3-Carbonitrile CAS No.: 848139-78-6 Molecule Formula:C24H20ClN5O2 Molecule Weight:445.91 Purity: 99.0% Package: 25kg/drum Description:White powder Manufacture St
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Min.Order:1 Kilogram
Negotiable
Type:Trading Company
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Min.Order:1 Gram
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Cas:848139-78-6
Min.Order:1 Gram
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Type:Lab/Research institutions
inquiry6-amino-4-(3-chloro-4-(pyridin-2-ylmethoxy)phenylamino)-7-ethoxyquinoline-3-carbonitrile is an important pharmaceutical intermediate of Neratinib and one of the most competitive products in our company. Please feel free to contact us for more details
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Min.Order:1 Kilogram
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Type:Lab/Research institutions
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Negotiable
Type:Other
inquiry6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
Conditions | Yield |
---|---|
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 |
---|---|
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 |
---|---|
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 |
---|---|
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 |
---|---|
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 |
---|---|
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 |
---|---|
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 |
---|---|
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 |
---|---|
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 |
---|---|
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 |
2-chloromethylpyridine hydrochloride
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
Conditions | Yield |
---|---|
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 | |
Multi-step reaction with 4 steps 1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 12 h / 50 - 60 °C 2: iron; ammonium chloride / ethanol; water / 1 h / Reflux 3: methanesulfonic acid / ethanol / 2 h / Reflux 4: hydrogenchloride; water / Reflux View Scheme |
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 |
---|---|
Multi-step reaction with 2 steps 1: pyridine hydrochloride / isopropyl alcohol / Reflux 2: hydrogenchloride / water / 5 h / Reflux View Scheme | |
Multi-step reaction with 2 steps 1: methanesulfonic acid / ethanol / 2 h / Reflux 2: hydrogenchloride; water / Reflux View Scheme | |
Multi-step reaction with 2 steps 1: pyridine hydrochloride / isopropyl alcohol / 16 h / Reflux 2: hydrogenchloride; water / 2 h / Reflux View Scheme | |
Multi-step reaction with 2 steps 1: methanesulfonic acid / N,N-dimethyl-formamide / 70 - 75 °C 2: hydrogenchloride / water / 80 - 85 °C View Scheme |
3-(4-acetamido-3-ethoxyaniline)-2-cyanopropenoic acid ethyl ester
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: diphenyl ether-biphenyl eutectic / 250 °C 2: trichlorophosphate / diethylene glycol dimethyl ether / 100 °C 3: pyridine hydrochloride / isopropyl alcohol / Reflux 4: hydrogenchloride / water / 5 h / Reflux View Scheme | |
Multi-step reaction with 4 steps 1: 20 h / 250 - 255 °C 2: trichlorophosphate / diethylene glycol dimethyl ether / 0.75 h / 100 - 102 °C 3: pyridine hydrochloride / isopropyl alcohol / 16 h / Reflux 4: hydrogenchloride; water / 2 h / Reflux View Scheme |
2-chloro-4-nitrophenol
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 12 h / 50 - 60 °C 2: iron; ammonium chloride / ethanol; water / 1 h / Reflux 3: methanesulfonic acid / ethanol / 2 h / Reflux 4: hydrogenchloride; water / Reflux View Scheme | |
Multi-step reaction with 4 steps 1: potassium iodide; potassium carbonate / N,N-dimethyl-formamide 2: iron; ammonium chloride / ethanol; water / Reflux 3: pyridine hydrochloride / isopropyl alcohol / 16 h / Reflux 4: hydrogenchloride; water / 2 h / Reflux View Scheme |
2-((2-chloro-4-nitrophenoxy)methyl)pyridine
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: iron; ammonium chloride / ethanol; water / 1 h / Reflux 2: methanesulfonic acid / ethanol / 2 h / Reflux 3: hydrogenchloride; water / Reflux View Scheme | |
Multi-step reaction with 3 steps 1: iron; ammonium chloride / ethanol; water / Reflux 2: pyridine hydrochloride / isopropyl alcohol / 16 h / Reflux 3: hydrogenchloride; water / 2 h / Reflux View Scheme |
1,3-dichloro-4-(pyridin-2-ylmethoxy)benzene
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: trifluoroacetic acid / methanol / 4 h / 20 °C / Inert atmosphere 2: platinum on carbon; hydrogen / tetrahydrofuran / 6 h / 25 - 30 °C / 1292.9 Torr View Scheme |
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sulfuric acid / N,N-dimethyl-formamide / 1 h / 150 °C / Inert atmosphere 2: platinum on carbon; hydrogen / tetrahydrofuran / 6 h / 25 - 30 °C / 1292.9 Torr View Scheme |
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: toluene-4-sulfonic acid / acetonitrile / 6 h / -20 °C / Inert atmosphere 2: platinum on carbon; hydrogen / tetrahydrofuran / 6 h / 25 - 30 °C / 1292.9 Torr View Scheme |
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sulfuric acid / N,N-dimethyl-formamide / 1 h / 150 °C / Inert atmosphere 2: platinum on carbon; hydrogen / tetrahydrofuran / 6 h / 25 - 30 °C / 1292.9 Torr View Scheme | |
Multi-step reaction with 2 steps 1: trifluoroacetic acid / methanol / 4 h / 20 °C / Inert atmosphere 2: platinum on carbon; hydrogen / tetrahydrofuran / 6 h / 25 - 30 °C / 1292.9 Torr View Scheme | |
Multi-step reaction with 2 steps 1: toluene-4-sulfonic acid / acetonitrile / 6 h / -20 °C / Inert atmosphere 2: platinum on carbon; hydrogen / tetrahydrofuran / 6 h / 25 - 30 °C / 1292.9 Torr View Scheme | |
Multi-step reaction with 2 steps 1: methanesulfonic acid / ethanol / 2 h / 70 °C / Inert atmosphere 2: platinum on carbon; hydrogen / tetrahydrofuran / 6 h / 25 - 30 °C / 1292.9 Torr View Scheme |
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: methanesulfonic acid / ethanol / 2 h / 70 °C / Inert atmosphere 2: platinum on carbon; hydrogen / tetrahydrofuran / 6 h / 25 - 30 °C / 1292.9 Torr View Scheme |
3-cyano-4-hydroxyl-6-acetamido-7-ethoxyquinoline
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: trichlorophosphate / diethylene glycol dimethyl ether / 0.75 h / 100 - 102 °C 2: pyridine hydrochloride / isopropyl alcohol / 16 h / Reflux 3: hydrogenchloride; water / 2 h / Reflux View Scheme |
2-chloromethylpyridine
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: potassium iodide; potassium carbonate / N,N-dimethyl-formamide 2: iron; ammonium chloride / ethanol; water / Reflux 3: pyridine hydrochloride / isopropyl alcohol / 16 h / Reflux 4: hydrogenchloride; water / 2 h / Reflux View Scheme |
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: phosphoric acid; trichlorophosphate / acetonitrile / 4 h / 60 °C / Reflux 2: ethanolamine / acetonitrile; water / 3 h / 50 °C View Scheme |
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
2-chloropropionyl chloride
3-chloro-N-(4-(3-chloro-4-(pyridin-2-ylmethoxy)anilino)-3-cyano-7-ethoxyquinolin-6-yl)propanamide
Conditions | Yield |
---|---|
at 50℃; for 16h; | 100% |
at 50℃; | 99% |
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
diethylphosphonoacetic acid
diethyl ({[4-({3-chloro-4-[(pyridin-2-yl)methoxy]phenyl}amino)-3-cyano-7-ethoxyquinolin-6-yl]carbamoyl}methyl)phosphonate
Conditions | Yield |
---|---|
Stage #1: diethylphosphonoacetic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 40℃; for 0.5h; Stage #2: 6-amino-4-[[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino]-7-ethoxyquinoline-3-carbonitrile In tetrahydrofuran at 40℃; for 12h; | 99.9% |
Stage #1: diethylphosphonoacetic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 40℃; for 0.5h; Inert atmosphere; Stage #2: 6-amino-4-[[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino]-7-ethoxyquinoline-3-carbonitrile In tetrahydrofuran at 40℃; for 12h; Inert atmosphere; | 99.9% |
Stage #1: diethylphosphonoacetic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 40℃; for 0.5h; Stage #2: 6-amino-4-[[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino]-7-ethoxyquinoline-3-carbonitrile In tetrahydrofuran at 40℃; for 12h; | 99.9% |
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
4-N,N-dimethylaminocrotonoylchloride Hydrochloride
neratinib
Conditions | Yield |
---|---|
With sodium hydroxide In 1-methyl-pyrrolidin-2-one; water at 10 - 40℃; for 15h; Solvent; | 98% |
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
Conditions | Yield |
---|---|
Stage #1: (E)-4-(dimethylamino)-2-butenoic acid hydrochloride With trichlorophosphate In 1-methyl-pyrrolidin-2-one at -15 - 20℃; for 1h; Stage #2: 6-amino-4-[[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino]-7-ethoxyquinoline-3-carbonitrile In 1-methyl-pyrrolidin-2-one at -15 - -10℃; for 1h; Reagent/catalyst; Temperature; | 95.16% |
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
neratinib
Conditions | Yield |
---|---|
Stage #1: (2E)-4-(dimethylamino)but-2-enoic acid hydrochloride With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 5℃; Inert atmosphere; Stage #2: 6-amino-4-[[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino]-7-ethoxyquinoline-3-carbonitrile In 1-methyl-pyrrolidin-2-one; dichloromethane at 10 - 25℃; | 95% |
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
trans-4-dimethylamino crotonic acid chloride hydrochloride salt
neratinib
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 0 - 10℃; for 1h; Reagent/catalyst; Inert atmosphere; | 93% |
In 1-methyl-pyrrolidin-2-one at -25 - -20℃; for 5h; Temperature; | 86.72% |
In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 0 - 5℃; for 5h; Product distribution / selectivity; | 68% |
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
1-cyclohexenoyl chloride
Conditions | Yield |
---|---|
With trimethylamine In 1-methyl-pyrrolidin-2-one at 0 - 20℃; | 89.9% |
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
cyclopent-1-enecarbonyl chloride
Conditions | Yield |
---|---|
With trimethylamine In 1-methyl-pyrrolidin-2-one at 0 - 20℃; | 83% |
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
acryloyl chloride
N-(4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-3-cyano-7-ethoxyquinolin-6-yl)acrylamide
Conditions | Yield |
---|---|
With trimethylamine In 1-methyl-pyrrolidin-2-one at 0 - 20℃; | 83% |
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
4-(pyrrolidin-1-yl)butanoic acid hydrochloride
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 18h; | 82% |
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
(E)-N-[4-[[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino]-3-cyano-7-ethoxy-6-quinolinyl]-3-[(2R)-1-methylpyrrolidin-2-yl]propan-2-enoylamine
Conditions | Yield |
---|---|
With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline In 1-methyl-pyrrolidin-2-one at 20 - 25℃; Large scale; | 80.3% |
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
neratinib
Conditions | Yield |
---|---|
Stage #1: (E)-4-(dimethylamino)-2-butenoic acid hydrochloride With oxalyl dichloride; N,N-dimethyl-formamide In tetrahydrofuran at 0 - 30℃; for 2h; Stage #2: 6-amino-4-[[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino]-7-ethoxyquinoline-3-carbonitrile In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 0 - 5℃; for 3 - 16h; | 80% |
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
2-bromoacetyl chloride
Conditions | Yield |
---|---|
With trimethylamine In 1-methyl-pyrrolidin-2-one at 0 - 20℃; | 72.8% |
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
(E)-4-oxopent-2-enoic chloride
Conditions | Yield |
---|---|
With trimethylamine In 1-methyl-pyrrolidin-2-one at 0 - 20℃; | 61% |
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
acid chloride of 2-pyridineacrylic acid
Conditions | Yield |
---|---|
With trimethylamine In 1-methyl-pyrrolidin-2-one at 0 - 20℃; | 61% |
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
3-bromo-5-isoxazolecarboxylic acid chloride
Conditions | Yield |
---|---|
With trimethylamine In 1-methyl-pyrrolidin-2-one at 0 - 20℃; | 57.8% |
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
Conditions | Yield |
---|---|
With pyridine; dicyclohexyl-carbodiimide In dichloromethane at 0 - 10℃; for 132h; | 56% |
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
neratinib
Conditions | Yield |
---|---|
Stage #1: (E)-4-(dimethylamino)-2-butenoic acid hydrochloride With oxalyl dichloride; N,N-dimethyl-formamide In tetrahydrofuran at 0 - 30℃; for 2.25h; Stage #2: 6-amino-4-[[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino]-7-ethoxyquinoline-3-carbonitrile In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 0 - 10℃; for 20.5h; | 52% |
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
Conditions | Yield |
---|---|
With trimethylamine In dichloromethane at 0 - 20℃; | 48.9% |
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
chloroacetyl chloride
Conditions | Yield |
---|---|
With trimethylamine In 1-methyl-pyrrolidin-2-one at 0 - 20℃; | 46.1% |
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
Conditions | Yield |
---|---|
With trimethylamine In 1-methyl-pyrrolidin-2-one at 0 - 20℃; | 42% |
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
cyanoacetic acid chloride
Conditions | Yield |
---|---|
With trimethylamine In dichloromethane at 0 - 20℃; | 36.8% |
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
acrylic acid
N-(4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-3-cyano-7-ethoxyquinolin-6-yl)acrylamide
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran; N,N-dimethyl-formamide at 0℃; for 1h; | 35% |
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
Conditions | Yield |
---|---|
With trimethylamine In 1-methyl-pyrrolidin-2-one at 0 - 20℃; | 30.1% |
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
Conditions | Yield |
---|---|
With trimethylamine In 1-methyl-pyrrolidin-2-one at 0 - 20℃; | 25.1% |
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