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Shangdong Shinning Pharm co.ltd

100% owned factory, regulatory compliance and be audited.Appearance:off- white powder Application:Commercial

Dayang Chem (Hangzhou) Co.,Ltd.

As a leading manufacturer and supplier of chemicals in China, DayangChem not only supply popular chemicals, but also DayangChem's R&D center offer custom synthesis services. DayangChem can provide different quantities of custom synthesis ch

4-[4-[(2-Pyridyl)methoxy]-3-chloroanilino]-6-amino-3-cyano-7-ethoxyquinoline

Cas:848139-78-6

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

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Hangzhou Think Chemical Co. Ltd

4-[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

Ality Chemical Corporation

The above product is Ality Chemical's strong item with best price, good quality and fast supply. Ality Chemical has been focusing on the research and production of this field for over 14 years. At the same time, we are always committed to providi

Enke Pharma-tech Co.,Ltd. (Cangzhou, China )

Cangzhou Enke Pharma Tech Co.,ltd. is located in Cangzhou City, Hebei province ,where is a famous petroleum chemical industry city in China. Enke Pharma a high-tech enterprise ,and we are dedicated to developing and manufacturing new api, intermedi

4-[4-[(2-Pyridyl)methoxy]-3-chloroanilino]-6-amino-3-cyano-7-ethoxyquinoline

Cas:848139-78-6

Min.Order:1 Kilogram

FOB Price: $5.0 / 10.0

Type:Manufacturers

inquiry

ANQING CHICO PHARMACEUTICAL CO.,LTD.

High quality. Factory supply. In stock. Best price.1.Quick response within 24 hours;2.Best quality in your requirement;?3.We pay more attention on delivery time, and usually ship on time;4.Under the premise of safety and effectiveness, we can produce

6-amino-4-[3-chloro-4-(2-pyridylmethoxy)anilino]-7-ethoxy-quinoline-3-carbonitrile

Cas:848139-78-6

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Chemwill Asia Co., Ltd.

Chemwill 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

Hebei Nengqian Chemical Import and Export Co., LTD

Our 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

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

Cas:848139-78-6

Min.Order:1 Kilogram

FOB Price: $9.0 / 99.0

Type:Trading Company

inquiry

Henan Tianfu Chemical Co., Ltd.

Our 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

6-amino-4-(3-chloro-4-(pyridin-2-ylmethoxy)phenylamino)-7-et 848139-78-6

Cas:848139-78-6

Min.Order:1 Metric Ton

FOB Price: $500.0

Type:Lab/Research institutions

inquiry

Zhuozhou Wenxi import and Export Co., Ltd

WITH US,YOUR MONEY IN SAFE,YOUR BUSINESS IN SAFE 1)Quick Response Within 12 hours; 2)Quality Guarantee: All products are strictly tested by our QC, confirmed by QA and approved by third party lab in China, USA, Canada, Germany, UK, Italy, France et

Pharmaceutical Grade CAS 848139-78-6 with competitive price

Cas:848139-78-6

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

inquiry

Shanghai Upbio Tech Co.,Ltd

1.No Less 8 years exporting experience. Clients can 100% received goods 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Upbio is Specialized

3-Quinolinecarbonitrile, 6-amino-4-[[3-chloro-4-(2-pyridinylmethoxy)phenyl]amino]-7-ethoxy- 848139-78-6

Cas:848139-78-6

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Baoji Guokang Healthchem co.,ltd

Our company has been in existence for 10 years since its establishment. We have our own unique team. The company integrates independent research and development, production and sales. We have established famous brands at home and abroad. At prese

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

Cas:848139-78-6

Min.Order:1 Kilogram

FOB Price: $76.0 / 85.0

Type:Trading Company

inquiry

Qingdao Beluga Import and Export Co., LTD

6-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

6-amino-4-(3-chloro-4-(pyridin-2-ylmethoxy)phenylamino)-7-ethoxyquinoline-3-carbonitrile CAS:848139-78-6

Cas:848139-78-6

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

LIDE PHARMACEUTICALS LIMITED

Advantage : 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&amp

Henan Wentao Chemical Product Co., Ltd.

Henan 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

CAS NO.:848139-78-6

Cas:848139-78-6

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Triumph International Development Limilted

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

Neratinib intermediates|HKI-272 intermediates|848139-78-6|off-white solid

Cas:848139-78-6

Min.Order:0 Metric Ton

Negotiable

Type:Lab/Research institutions

inquiry

Taizhou Crene Biotechnology co.ltd

Our company provides one-stop services of research - development - production for a variety of special prouducts. Not only do we make effective use of our strong technological strength, but also establish of cooperative relations with several well-

Neratinib Intermediate 848139-78-6

Cas:848139-78-6

Min.Order:100 Gram

Negotiable

Type:Lab/Research institutions

inquiry

SHANGHAI T&W PHARMACEUTICAL CO., LTD.

A 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

3-(2-aminoethyl)-indolmonohydrochloride

Cas:848139-78-6

Min.Order:4 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Zibo Hangyu Biotechnology Development Co., Ltd

Zibo Hangyu Biotechnology Development Co., Ltd is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemi

cas:848139-78-6

Cas:848139-78-6

Min.Order:10 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Siwei Development Group Ltd.

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

Zibo Dorne chemical technology co. LTD

Product Details Grade: pharmaceutical grade Purity:99%+ ProductionCapacity: 1000 Kilogram/Month Scope of use: For scientific research only(The product must be used legally) Our Advantage 1. Best quality with competitive price. 2. Quick shipping,

4-[4-[(2-Pyridyl)methoxy]-3-chloroanilino]-6-amino-3-cyano-7-ethoxyquinoline

Cas:848139-78-6

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Jiangsu Qianyu Molecular Technology Co., LTD.

Our Advantages A. International Top level TechnologyOur company owned biomedicine experts are famous at home and abroad with rich experience in research and development in the field of efficient chiral functional molecules research and development an

Hangzhou Huarong Pharm Co., Ltd.

We Huarong Pharm can provide Customized Synthesis & Process R&D & APIs and intermediates Production & Quality Research & Registration Application, especially our GMP validation service which complies with SFDA, FDA, WHO and EU EMPA. O

TAIZHOU ZHENYU BIOTECHNOLOGY CO., LTD

Zhenyu biotech exported this product to many countries and regions at best price. if you are looking for the material's manufacturer or supplier in china, zhenyu biotech is your best choice. pls contact with us freely for getting detailed

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

Cas:848139-78-6

Min.Order:1 Kilogram

FOB Price: $2.0

Type:Lab/Research institutions

inquiry

Shandong Mopai Biotechnology Co., LTD

Shandong Mopai Biotechnology Co., LTD is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemicals. W

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

Cas:848139-78-6

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Nanjing Fred Technology Co.,Ltd.

6-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

4-[4-[(2-Pyridyl)methoxy]-3-chloroanilino]-6-amino-3-cyano-7-ethoxyquinoline

Cas:848139-78-6

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou Zhongqi chem Co.,Ltd.

Located in Hangzhou National Hi-Tech Industrial Development Zone, zhongqichem is a technical company mainly focus on the Custom synthesis, manufacturing, sales of chemicals to various industries. Benefiting from the outstanding customer service an

Suzhou Health Chemicals Co., Ltd.

High quality,stable supply chain.Appearance:white/off-white or light yellow Storage:Store in cool and dry place, keep away from strong light and heat. Package:aluminum bottle,glass bottle,PTFE bottle,cardboard drum Application:This product can be use

4-[4-[(2-Pyridyl)methoxy]-3-chloroanilino]-6-amino-3-cyano-7-ethoxyquinoline

Cas:848139-78-6

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

SAGECHEM LIMITED

SAGECHEM is a chemical R&D, manufacturing and distribution company in China since 2009, including pharmaceutical intermediates, agrochemical, dyestuff intermediates, organosilicone, API and etc. We also offer a full range of services in custom synthe

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

Cas:848139-78-6

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Golden Pharma Co., Limited

GOLDEN PHARMA CO.,LIMITED.is a professional pharmaceutical company,our team have more than 20years expereince in pharmaceutical production and sales. we are a professional technical enterprise specializing in the R & D, production,QA regulation

Synthetic route

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

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

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

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

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

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

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

C19H17ClN4O4

3-chloro-4-(2-pyridylmethoxy)aniline
524955-09-7

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

A

6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
848139-78-6

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

B

C31H27ClN6O5

C31H27ClN6O5

C

C31H29ClN6O6

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%
4-[3-chloro-4-(2-pyridylmethoxy)anilino]-3-cyano-7-ethoxy-6-aminoquinoline hydrochloride
915942-01-7

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
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;
3-chloro-4-(2-pyridylmethoxy)aniline
524955-09-7

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

7-ethoxy-6-acetylamino-4-chloro-quinoline-3-carbonitrile
848133-76-6

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

6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-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;
N-(3-cyano-7-ethoxy-4-oxo-1,4-dihydroquinolin-6-yl)acetamide
1201080-09-2, 848133-75-5

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
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
2-chloro 4-aminophenol
3964-52-1

2-chloro 4-aminophenol

6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
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
N-(2-hydroxy-4-nitrophenyl)acetamide
25351-89-7

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

6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
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
4-acetamido-3-ethoxynitrobenzene
116496-76-5

4-acetamido-3-ethoxynitrobenzene

6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
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
2-chloromethylpyridine hydrochloride
6959-47-3

2-chloromethylpyridine hydrochloride

6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
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
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
848133-76-6

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

6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
848139-78-6

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

Conditions
ConditionsYield
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
848133-74-4

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
848139-78-6

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

Conditions
ConditionsYield
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
619-08-9

2-chloro-4-nitrophenol

6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
848139-78-6

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

Conditions
ConditionsYield
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
179687-79-7

2-((2-chloro-4-nitrophenoxy)methyl)pyridine

6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
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: 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
1417558-24-7

1,3-dichloro-4-(pyridin-2-ylmethoxy)benzene

6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
848139-78-6

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

Conditions
ConditionsYield
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
2-(4-trifluoromethane-sulfonyloxy-2-chlorophenoxy)methyl pyridine

2-(4-trifluoromethane-sulfonyloxy-2-chlorophenoxy)methyl pyridine

6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
848139-78-6

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

Conditions
ConditionsYield
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
3-chloro-4-[(pyridin-2-yl)methoxy]-1-p-toluenesulfonyloxybenzene

3-chloro-4-[(pyridin-2-yl)methoxy]-1-p-toluenesulfonyloxybenzene

6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
848139-78-6

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

Conditions
ConditionsYield
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
4-amino-7-ethoxy-3-cyano-6-nitro quinoline

4-amino-7-ethoxy-3-cyano-6-nitro quinoline

6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
848139-78-6

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

Conditions
ConditionsYield
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
2-((4-bromo-2-chlorophenoxy)methyl)pyridine

2-((4-bromo-2-chlorophenoxy)methyl)pyridine

6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
848139-78-6

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

Conditions
ConditionsYield
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
848133-75-5

3-cyano-4-hydroxyl-6-acetamido-7-ethoxyquinoline

6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
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 / 0.75 h / 100 - 102 °C
2: pyridine hydrochloride / isopropyl alcohol / 16 h / Reflux
3: hydrogenchloride; water / 2 h / Reflux
View Scheme
2-chloromethylpyridine
4377-33-7

2-chloromethylpyridine

6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
848139-78-6

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

Conditions
ConditionsYield
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
C32H24ClN5O5

C32H24ClN5O5

6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
848139-78-6

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

Conditions
ConditionsYield
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
848139-78-6

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

2-chloropropionyl chloride
625-36-5

2-chloropropionyl chloride

3-chloro-N-(4-(3-chloro-4-(pyridin-2-ylmethoxy)anilino)-3-cyano-7-ethoxyquinolin-6-yl)propanamide
1233953-82-6

3-chloro-N-(4-(3-chloro-4-(pyridin-2-ylmethoxy)anilino)-3-cyano-7-ethoxyquinolin-6-yl)propanamide

Conditions
ConditionsYield
at 50℃; for 16h;100%
at 50℃;99%
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
848139-78-6

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

diethylphosphonoacetic acid
3095-95-2

diethylphosphonoacetic acid

diethyl ({[4-({3-chloro-4-[(pyridin-2-yl)methoxy]phenyl}amino)-3-cyano-7-ethoxyquinolin-6-yl]carbamoyl}methyl)phosphonate
1269662-79-4

diethyl ({[4-({3-chloro-4-[(pyridin-2-yl)methoxy]phenyl}amino)-3-cyano-7-ethoxyquinolin-6-yl]carbamoyl}methyl)phosphonate

Conditions
ConditionsYield
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
848139-78-6

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

4-N,N-dimethylaminocrotonoylchloride Hydrochloride
501332-27-0

4-N,N-dimethylaminocrotonoylchloride Hydrochloride

neratinib
698387-09-6

neratinib

Conditions
ConditionsYield
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
848139-78-6

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

(E)-4-(dimethylamino)-2-butenoic acid hydrochloride

(E)-4-(dimethylamino)-2-butenoic acid hydrochloride

neratinib hydrochloride

neratinib hydrochloride

Conditions
ConditionsYield
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
848139-78-6

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

(2E)-4-(dimethylamino)but-2-enoic acid hydrochloride

(2E)-4-(dimethylamino)but-2-enoic acid hydrochloride

neratinib
698387-09-6

neratinib

Conditions
ConditionsYield
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
848139-78-6

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

trans-4-dimethylamino crotonic acid chloride hydrochloride salt
1055943-40-2

trans-4-dimethylamino crotonic acid chloride hydrochloride salt

neratinib
698387-09-6

neratinib

Conditions
ConditionsYield
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
848139-78-6

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

1-cyclohexenoyl chloride
36278-22-5

1-cyclohexenoyl chloride

N-(4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-3-cyano-7-ethoxyquinolin-6-yl)cyclohex-1-ene-1-carboxamide

N-(4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-3-cyano-7-ethoxyquinolin-6-yl)cyclohex-1-ene-1-carboxamide

Conditions
ConditionsYield
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
848139-78-6

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

cyclopent-1-enecarbonyl chloride
59253-90-6

cyclopent-1-enecarbonyl chloride

N-(4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-3-cyano-7-ethoxyquinolin-6-yl)cyclopent-1-ene-1-carboxamide

N-(4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-3-cyano-7-ethoxyquinolin-6-yl)cyclopent-1-ene-1-carboxamide

Conditions
ConditionsYield
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
848139-78-6

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

acryloyl chloride
814-68-6

acryloyl chloride

N-(4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-3-cyano-7-ethoxyquinolin-6-yl)acrylamide
1360430-67-6

N-(4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-3-cyano-7-ethoxyquinolin-6-yl)acrylamide

Conditions
ConditionsYield
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
848139-78-6

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

4-(pyrrolidin-1-yl)butanoic acid hydrochloride
49637-21-0

4-(pyrrolidin-1-yl)butanoic acid hydrochloride

N-(4-(3-chloro-4-(pyridin-2-ylmethoxy)phenylamino)-3-cyano-7-ethoxyquinolin-6-yl)-4-(pyrrolidin-1-yl)butanamide

N-(4-(3-chloro-4-(pyridin-2-ylmethoxy)phenylamino)-3-cyano-7-ethoxyquinolin-6-yl)-4-(pyrrolidin-1-yl)butanamide

Conditions
ConditionsYield
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
848139-78-6

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

C8H13NO2

C8H13NO2

(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
1269662-73-8

(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
ConditionsYield
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
848139-78-6

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

neratinib
698387-09-6

neratinib

Conditions
ConditionsYield
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
848139-78-6

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

2-bromoacetyl chloride
22118-09-8

2-bromoacetyl chloride

2-bromo-N-(4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-3-cyano-7-ethoxyquinolin-6-yl)acetamide

2-bromo-N-(4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-3-cyano-7-ethoxyquinolin-6-yl)acetamide

Conditions
ConditionsYield
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
848139-78-6

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

(E)-4-oxopent-2-enoic chloride
14300-75-5

(E)-4-oxopent-2-enoic chloride

(E)-N-(4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-3-cyano-7-ethoxyquinolin-6-yl)-4-oxopent-2-enamide

(E)-N-(4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-3-cyano-7-ethoxyquinolin-6-yl)-4-oxopent-2-enamide

Conditions
ConditionsYield
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
848139-78-6

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

acid chloride of 2-pyridineacrylic acid
749838-53-7

acid chloride of 2-pyridineacrylic acid

(E)-N-(4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-3-cyano-7-ethoxyquinolin-6-yl)-3-(pyridin-2-yl)acrylamide

(E)-N-(4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-3-cyano-7-ethoxyquinolin-6-yl)-3-(pyridin-2-yl)acrylamide

Conditions
ConditionsYield
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
848139-78-6

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

3-bromo-5-isoxazolecarboxylic acid chloride
76596-52-6

3-bromo-5-isoxazolecarboxylic acid chloride

C28H20BrClN6O4

C28H20BrClN6O4

Conditions
ConditionsYield
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
848139-78-6

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

4-[N-(t-butyloxycarbonyl)methylamino]crotonic acid

4-[N-(t-butyloxycarbonyl)methylamino]crotonic acid

(E)-N-{4-[3-chloro-4-(2-pyridinylmethoxy)anilino]-3-cyano-7-ethoxy-6-quinolinyl}-4-[N-(t-butyloxycarbonyl)methylamino]-2-butenamide

(E)-N-{4-[3-chloro-4-(2-pyridinylmethoxy)anilino]-3-cyano-7-ethoxy-6-quinolinyl}-4-[N-(t-butyloxycarbonyl)methylamino]-2-butenamide

Conditions
ConditionsYield
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
848139-78-6

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

(E)-4-(dimethylamino)-2-butenoic acid hydrochloride

(E)-4-(dimethylamino)-2-butenoic acid hydrochloride

neratinib
698387-09-6

neratinib

Conditions
ConditionsYield
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
848139-78-6

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

(E)-2-cyano-3-(pyridin-3-yl)acryloyl chloride

(E)-2-cyano-3-(pyridin-3-yl)acryloyl chloride

(E)-N-(4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-3-cyano-7-ethoxyquinolin-6-yl)-2-cyano-3-(pyridin-3-yl)acrylamide

(E)-N-(4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-3-cyano-7-ethoxyquinolin-6-yl)-2-cyano-3-(pyridin-3-yl)acrylamide

Conditions
ConditionsYield
With trimethylamine In dichloromethane at 0 - 20℃;48.9%
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
848139-78-6

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

chloroacetyl chloride
79-04-9

chloroacetyl chloride

2-chloro-N-(4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-3-cyano-7-ethoxyquinolin-6-yl)acetamide

2-chloro-N-(4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-3-cyano-7-ethoxyquinolin-6-yl)acetamide

Conditions
ConditionsYield
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
848139-78-6

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

C5H6ClNO3

C5H6ClNO3

N-(4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-3-cyano-7-ethoxyquinolin-6-yl)-3-methoxy-4,5-dihydroisoxazole-5-carboxamide

N-(4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-3-cyano-7-ethoxyquinolin-6-yl)-3-methoxy-4,5-dihydroisoxazole-5-carboxamide

Conditions
ConditionsYield
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
848139-78-6

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

cyanoacetic acid chloride
16130-58-8

cyanoacetic acid chloride

N-(4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-3-cyano-7-ethoxyquinolin-6-yl)-2-cyanoacetamide

N-(4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-3-cyano-7-ethoxyquinolin-6-yl)-2-cyanoacetamide

Conditions
ConditionsYield
With trimethylamine In dichloromethane at 0 - 20℃;36.8%
6-amino-4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-7-ethoxyquinoline-3-carbonitrile
848139-78-6

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

acrylic acid
79-10-7

acrylic acid

N-(4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-3-cyano-7-ethoxyquinolin-6-yl)acrylamide
1360430-67-6

N-(4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-3-cyano-7-ethoxyquinolin-6-yl)acrylamide

Conditions
ConditionsYield
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
848139-78-6

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

(E)-4-oxobut-2-enoyl chloride

(E)-4-oxobut-2-enoyl chloride

(E)-N-(4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-3-cyano-7-ethoxyquinolin-6-yl)-4-oxobut-2-enamide

(E)-N-(4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-3-cyano-7-ethoxyquinolin-6-yl)-4-oxobut-2-enamide

Conditions
ConditionsYield
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
848139-78-6

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

3-chloro-4,5-dihydroisoxazole-5-carbonyl chloride

3-chloro-4,5-dihydroisoxazole-5-carbonyl chloride

3-chloro-N-(4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-3-cyano-7-ethoxyquinolin-6-yl)-4,5-dihydroisoxazole-5-carboxamide

3-chloro-N-(4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-3-cyano-7-ethoxyquinolin-6-yl)-4,5-dihydroisoxazole-5-carboxamide

Conditions
ConditionsYield
With trimethylamine In 1-methyl-pyrrolidin-2-one at 0 - 20℃;25.1%

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