Analysis Tests Standard Results Description Yellow solid powder Yellow solid powder Identification
Cas:656247-17-5
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inquiryJinlan Pharm-Drugs Technology Co.,Limited (with its export company Hangzhou Royall Import & Export Co.,Ltd.)is located in Hangzhou, Zhejiang Province. Neighboring Ningbo port, Shanghai port, Hangzhou Xiaoshan Int’l Airport and Shanghai Pu
Cas:656247-17-5
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inquiryIntedanib CAS No.:656247-17-5 Name: Intedanib Synonyms: Vargatef; BIBF 1120 Molecular Structure Molecular Formula: C31H33N5O4 Molecular Weight: 539.62 CAS Registry
Cas:656247-17-5
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inquiryThe 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
1. Factory price and high quality must be guaranteed, base on 8 years of production and R&D experience2. Free samples will be provided,ensure specifications and quality are right for customer3. Customers will receive the most professional technical s
Cas:656247-17-5
Min.Order:1 Gram
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inquiryBasic information Product Name: Nintedanib Synonyms: Nintedanib;Nintedanib (BIBF 1120);Nintedanib/Intedanib/Vargatef;Intedanib Vargatef;methyl (3Z)-3-[[4-[methyl-[2-(4-methylpiperazin-1-yl)acetyl]amino]anilino]-phenylmethylidene]-2-o
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 ap
DayangChem exported this product to many countries and regions at best price. If you are looking for the material’s manufacturer or supplier in China, DayangChem is your best choice. Pls contact with us freely for getting detailed product s
Cas:656247-17-5
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inquiryOur main production base is located in Xuzhou industry park. We are certified both to the ISO 9001 and ISO 14001 Standards, have a safety management system in place.Our R&D team masters core technology for process-design of target building block
chengdu and import and export trade co., LTD., who registered capital of 10 million yuan, nearly to $2 million, we have a pharmaceutical raw materials factory production of pharmaceutical raw materials, and a reagent r&d center, and we do res
Name:Nintedanib(BIBF1120) The alias:Intedanib CAS NO: 656247-17-5 Molecular formula:C31H33N5O4 Molecular weight:539.62 Product Quality 12 years of chemical raw materials Mature operation of the industry System stability Data storage Sec
Cas:656247-17-5
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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
Cas:656247-17-5
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inquiryLIDE PHARMACEUTICALS LIMITED is a professional chemicals and APIs leading manufacturer in China. Our core business line covers APIs, Intermediates, Herb extract, etc.
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
Cas:656247-17-5
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inquiryOur Advantage: high quality with competitive price High quality standard: BP/USP/EP Enterprise standard All purity customized Fast and safe delivery We have reliable forwarder who can help us deliver our goods more fast and safe. We
Cas:656247-17-5
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inquiry1. Product advantages High purity, all above 98.5%, no impurities after dissolution We will test each batch to ensure quality OEM and private brand services designed for free Various cap colors available We can also provide MT1 peptide powd
Cas:656247-17-5
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inquiryProduct name Methyl (Z)-3-(((4-(N-methyl-2-(4-methylpiperazin-1-yl)acetamido)phenyl)amino)(phenyl)methylene)-2-oxoindoline-6-carboxylate ethanesulfonate CAS NO. 656247-17-5 Molecular Formula C33H39N5O7S
Cas:656247-17-5
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inquiry1. Guaranteed purity; 2. Large quantity in stock; 3. Largest manufacturer; 4. Best service after shipment with email; 5. High quality & competitive price; Appearance:White Crystalline Powder Storage:Store in sealed conta
Cas:656247-17-5
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inquiry1.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
Cas:656247-17-5
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inquiryOur 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 present
Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing in high quality organic intermediates, steroids, pharmaceutical
Cas:656247-17-5
Min.Order:10 Gram
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Type:Lab/Research institutions
inquiryWe have overseas warehouses in California, New Laredo Mexico, Vancouver Canada, Amsterdam Netherlands, and Melbourne Australia. Overseas warehouses can provide some of the best-selling products. We look forward to the cooperation of local powerful
Cas:656247-17-5
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Type:Trading Company
inquiryHello, dear friend! I'm Hansen and Allen from China. Welcome to my lookchem mall! The following is a brief introduction of our company's products and services. If you are interested in our products, please contact us by emai
Hebei Mojin Biotechnology Co., Ltd, Our company is a professional in lead acetate, diphenyl ethylamine and other chemical raw materials and chemical reagents research and development production enterprises. Our business covers more than 30 countries,
Cas:656247-17-5
Min.Order:1 Kilogram
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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:white or light yellow crystalline powder Storage:Store in a cool,dry place and keep away from direct strong light Package:As customer request Application:Used for research and industrial manufacture. Transportation:By
Cas:656247-17-5
Min.Order:100 Gram
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Type:Lab/Research institutions
inquiry1. "Top 100 innovation-oriented export enterprises Of Hangzhou" honored by Hangzhou government 2. Specialized in the fine chemicals and pharmaceuticals 3. A leading manufacturer and trader of
Cas:656247-17-5
Min.Order:1 Kilogram
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Type:Lab/Research institutions
inquiryJ&H CHEM R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. J&H CHEM has some Manufacturing base in Jia
Nintedanib is one of the most competitive products in our company, we can supply it with good quality and best price. Appearance:Yellow to brown solid Storage:Room temperature, Keep in Dark Place. Package:According to the demand of customer Applicati
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-
Cas:656247-17-5
Min.Order:5 Gram
Negotiable
Type:Lab/Research institutions
inquirymethyl (3Z)-3-[({4-[N-methyl-2-(4-methylpiperazin-1-yl)acetamido]phenyl}amino)(phenyl)methylidene]-2-oxo-2,3-dihydro-1H-indole-6-carboxylate ethanesulfonate salt
nintedanib
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In water; ethyl acetate at 40℃; for 1h; | 98.7% |
With sodium carbonate In water pH=9; Solvent; pH-value; | 20 g |
N-[(4-methyl-piperazin-1-yl)methylcarbonyl]-N-methyl-p-phenylendiamine
(E)-1-acetyl-3-(methoxy-phenyl-methylene)-2-oxo-2,3-dihydro-1H-indole-6-carboxylic acid methyl ester
nintedanib
Conditions | Yield |
---|---|
Stage #1: N-[(4-methyl-piperazin-1-yl)methylcarbonyl]-N-methyl-p-phenylendiamine; (E)-1-acetyl-3-(methoxy-phenyl-methylene)-2-oxo-2,3-dihydro-1H-indole-6-carboxylic acid methyl ester With methanol In N,N-dimethyl-formamide at 75℃; for 4h; Large scale; Stage #2: With methanol; potassium hydroxide In N,N-dimethyl-formamide Temperature; Large scale; | 94.6% |
Stage #1: N-[(4-methyl-piperazin-1-yl)methylcarbonyl]-N-methyl-p-phenylendiamine; (E)-1-acetyl-3-(methoxy-phenyl-methylene)-2-oxo-2,3-dihydro-1H-indole-6-carboxylic acid methyl ester In methanol for 5h; Reflux; Stage #2: With potassium hydroxide In methanol at 20 - 70℃; for 0.5h; Concentration; Reagent/catalyst; Temperature; Solvent; | 90% |
Stage #1: N-[(4-methyl-piperazin-1-yl)methylcarbonyl]-N-methyl-p-phenylendiamine; (E)-1-acetyl-3-(methoxy-phenyl-methylene)-2-oxo-2,3-dihydro-1H-indole-6-carboxylic acid methyl ester In methanol; N,N-dimethyl-formamide Reflux; Stage #2: With piperidine In methanol; N,N-dimethyl-formamide Reflux; | 88% |
Stage #1: N-[(4-methyl-piperazin-1-yl)methylcarbonyl]-N-methyl-p-phenylendiamine; (E)-1-acetyl-3-(methoxy-phenyl-methylene)-2-oxo-2,3-dihydro-1H-indole-6-carboxylic acid methyl ester In methanol for 5h; Reflux; Stage #2: With potassium hydroxide In methanol | 84% |
Stage #1: N-[(4-methyl-piperazin-1-yl)methylcarbonyl]-N-methyl-p-phenylendiamine; (E)-1-acetyl-3-(methoxy-phenyl-methylene)-2-oxo-2,3-dihydro-1H-indole-6-carboxylic acid methyl ester In N,N-dimethyl-formamide at 80℃; for 1h; Stage #2: With piperidine In N,N-dimethyl-formamide at 20℃; for 2h; | 77% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 45 - 50℃; | 93.74% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 45 - 50℃; | 93.74% |
Conditions | Yield |
---|---|
In toluene at 65℃; for 4h; Solvent; Temperature; | 93% |
N-[(4-methyl-piperazin-1-yl)methylcarbonyl]-N-methyl-p-phenylendiamine
nintedanib
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In ethanol for 2h; Reflux; | 92.7% |
N-[(4-methyl-piperazin-1-yl)methylcarbonyl]-N-methyl-p-phenylendiamine
nintedanib
Conditions | Yield |
---|---|
With pyrrolidine In methanol at 25 - 50℃; for 6h; | 91.37% |
nintedanib
Conditions | Yield |
---|---|
With methanol; potassium hydroxide at 20℃; Reagent/catalyst; Large scale; | 91.3% |
With methanol; potassium hydroxide at 50 - 55℃; for 2h; Temperature; |
N-[(4-methyl-piperazin-1-yl)methylcarbonyl]-N-methyl-p-phenylendiamine
(E)-methyl 3-(methoxy(phenyl)methylene)-2-indolone-6-carboxylic acid methyl ester
nintedanib
Conditions | Yield |
---|---|
In methanol for 8h; Reflux; | 90.8% |
benzoic acid methyl ester
N-[(4-methyl-piperazin-1-yl)methylcarbonyl]-N-methyl-p-phenylendiamine
2-oxo-2,3-dihydro-1H-indole-6-carboxylic acid methyl ester
nintedanib
Conditions | Yield |
---|---|
Stage #1: benzoic acid methyl ester; 2-oxo-2,3-dihydro-1H-indole-6-carboxylic acid methyl ester With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 3h; Stage #2: N-[(4-methyl-piperazin-1-yl)methylcarbonyl]-N-methyl-p-phenylendiamine In N,N-dimethyl-formamide at 20℃; for 4h; | 89.7% |
N-[(4-methyl-piperazin-1-yl)methylcarbonyl]-N-methyl-p-phenylendiamine
3-[methoxy(phenyl)methylene]-2-oxoindoline-6-carboxylic acid methyl ester
nintedanib
Conditions | Yield |
---|---|
In methanol at 10℃; for 9.5h; Product distribution / selectivity; Heating / reflux; | 89% |
In methanol for 7.5h; Product distribution / selectivity; Heating / reflux; | 89% |
In methanol; N,N-dimethyl-formamide at 0℃; for 9h; Product distribution / selectivity; Heating / reflux; | 88.1% |
N-[(4-methyl-piperazin-1-yl)methylcarbonyl]-N-methyl-p-phenylendiamine
methyl 1-acetyl-3-[ethoxy(phenyl)methylidene]-2-oxo-2,3-dihydro-7H-indole-6-carboxylate
nintedanib
Conditions | Yield |
---|---|
Stage #1: N-[(4-methyl-piperazin-1-yl)methylcarbonyl]-N-methyl-p-phenylendiamine; methyl 1-acetyl-3-[ethoxy(phenyl)methylidene]-2-oxo-2,3-dihydro-7H-indole-6-carboxylate In DMF (N,N-dimethyl-formamide) at 80℃; for 1h; Stage #2: With piperidine In DMF (N,N-dimethyl-formamide) at 20℃; for 2h; | 77% |
N-[(4-methyl-piperazin-1-yl)methylcarbonyl]-N-methyl-p-phenylendiamine
(Z)-1-acetyl-3-(ethoxy-phenyl-methylene)-2-oxo-2,3-dihydro-1H-indole-6-carboxylic acid methyl ester
nintedanib
Conditions | Yield |
---|---|
With piperidine In DMF (N,N-dimethyl-formamide) at 20 - 80℃; for 3h; | 77% |
Stage #1: N-[(4-methyl-piperazin-1-yl)methylcarbonyl]-N-methyl-p-phenylendiamine; (Z)-1-acetyl-3-(ethoxy-phenyl-methylene)-2-oxo-2,3-dihydro-1H-indole-6-carboxylic acid methyl ester In N,N-dimethyl-formamide at 80℃; for 1h; Stage #2: With piperidine at 20℃; for 2h; | 72% |
Stage #1: N-[(4-methyl-piperazin-1-yl)methylcarbonyl]-N-methyl-p-phenylendiamine; (Z)-1-acetyl-3-(ethoxy-phenyl-methylene)-2-oxo-2,3-dihydro-1H-indole-6-carboxylic acid methyl ester In N,N-dimethyl-formamide at 180℃; for 8h; Stage #2: With piperidine In N,N-dimethyl-formamide at 20℃; for 2h; | 72% |
Stage #1: N-[(4-methyl-piperazin-1-yl)methylcarbonyl]-N-methyl-p-phenylendiamine; (Z)-1-acetyl-3-(ethoxy-phenyl-methylene)-2-oxo-2,3-dihydro-1H-indole-6-carboxylic acid methyl ester In N,N-dimethyl-formamide at 80℃; for 1h; Stage #2: With piperidine In N,N-dimethyl-formamide at 20℃; for 2h; | 1.3 g |
N-[(4-methyl-piperazin-1-yl)methylcarbonyl]-N-methyl-p-phenylendiamine
nintedanib
Conditions | Yield |
---|---|
With methanol In N,N-dimethyl-formamide for 5h; Reflux; | 73.2% |
N-methyl(p-nitroaniline)
nintedanib
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: dmap / dichloromethane / 5 - 20 °C 2.1: toluene / 2.5 h / 40 - 55 °C 2.2: 20 °C / 750.08 Torr 3.1: methanol / 8 h / Reflux View Scheme | |
Multi-step reaction with 4 steps 1.1: lithium carbonate / 1,4-dioxane; water / 3 h / 33 °C 2.1: potassium carbonate / acetone / 12 h / 20 °C 3.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C / 2585.81 Torr 4.1: N,N-dimethyl-formamide / 1 h / 80 °C 4.2: 2 h / 20 °C View Scheme | |
Multi-step reaction with 6 steps 1.1: triethylamine / isopropyl alcohol / 0.25 h / 25 °C 1.2: 3 h / 25 °C 2.1: hydrogen; palladium on activated charcoal / isopropyl alcohol / 12 h / 30 °C 3.1: acetic acid / N,N-dimethyl-formamide / 0.25 h / 20 °C 3.2: 5 h / 90 °C 4.1: hydrogenchloride / methanol; dichloromethane / 3 h / 20 °C 5.1: ethyl acetate / 1 h / 40 °C / Inert atmosphere 6.1: toluene / 4 h / 65 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: ethyl acetate / 1 h / 70 °C 2.1: toluene / 2 h / 55 °C 3.1: palladium on activated charcoal; hydrogen / isopropyl alcohol / 12 h / 20 °C 4.1: N,N-dimethyl-formamide / 1 h / 80 °C 4.2: 2 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: ethyl acetate / 1 h / 70 °C 2.1: toluene / 2 h / 55 °C 3.1: palladium on activated charcoal; hydrogen / isopropyl alcohol / 12 h / 20 °C 4.1: N,N-dimethyl-formamide / 8 h / 180 °C 4.2: 2 h / 20 °C View Scheme |
2-oxo-2,3-dihydro-1H-indole-6-carboxylic acid methyl ester
nintedanib
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: toluene / 4 h / Reflux 2.1: acetic anhydride / toluene / Reflux 2.2: 120 h / 20 - 104 °C 3.1: potassium hydroxide; methanol / 0.67 h / Reflux 4.1: methanol / 8 h / Reflux View Scheme | |
Multi-step reaction with 2 steps 1.1: toluene / 110 °C 2.1: N,N-dimethyl-formamide / 1 h / 80 °C 2.2: 2 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1: toluene; cyclohexane / 6 h / 80 - 90 °C / Inert atmosphere 2: acetic anhydride / toluene / 4 h / Reflux 3: methanol; potassium hydroxide / 3 h / Reflux 4: methanol / N,N-dimethyl-formamide / 5 h / Reflux View Scheme |
methyl 1-(2-chloroacetyl)-2-oxoindoline-6-carboxylate
nintedanib
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: acetic anhydride / toluene / Reflux 1.2: 120 h / 20 - 104 °C 2.1: potassium hydroxide; methanol / 0.67 h / Reflux 3.1: methanol / 8 h / Reflux View Scheme | |
Multi-step reaction with 3 steps 1: acetic anhydride / toluene / 4 h / Reflux 2: methanol; potassium hydroxide / 3 h / Reflux 3: methanol / N,N-dimethyl-formamide / 5 h / Reflux View Scheme | |
Multi-step reaction with 6 steps 1.1: acetic anhydride / 6 h / 124 °C 2.1: sodium carbonate / methanol / 0.5 h / 63 °C 3.1: acetic acid / N,N-dimethyl-formamide / 0.25 h / 20 °C 3.2: 5 h / 90 °C 4.1: hydrogenchloride / methanol; dichloromethane / 3 h / 20 °C 5.1: ethyl acetate / 1 h / 40 °C / Inert atmosphere 6.1: toluene / 4 h / 65 °C View Scheme |
(E)-1-cholroacetyl-3-(methoxy(phenyl)methylene)-2-indolone-6-methylformate
nintedanib
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: potassium hydroxide; methanol / 0.67 h / Reflux 2: methanol / 8 h / Reflux View Scheme |
2-chloro-N-methyl-N-(4-nitrophenyl)acetamide
nintedanib
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: potassium carbonate / acetone / 12 h / 20 °C 2.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C / 2585.81 Torr 3.1: N,N-dimethyl-formamide / 1 h / 80 °C 3.2: 2 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: toluene / 2 h / 55 °C 2.1: palladium on activated charcoal; hydrogen / isopropyl alcohol / 12 h / 20 °C 3.1: N,N-dimethyl-formamide / 1 h / 80 °C 3.2: 2 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: acetic acid; iron / water / 1.5 h / 20 - 45 °C 2: methanol; N,N-dimethyl-formamide / 12 h / 60 - 65 °C 3: N,N-dimethyl-formamide / 45 - 50 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: toluene / 2 h / 55 °C 2.1: palladium on activated charcoal; hydrogen / isopropyl alcohol / 12 h / 20 °C 3.1: N,N-dimethyl-formamide / 8 h / 180 °C 3.2: 2 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: ethyl acetate / 2 h / 40 - 50 °C 2: palladium 10% on activated carbon; hydrogen / isopropyl alcohol / 20 °C 3: methanol; N,N-dimethyl-formamide / 7 h / Reflux View Scheme |
N-methyl-2-(4-methylpiperazin-1-yl)-N-(4-nitrophenyl)-acetamide
nintedanib
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C / 2585.81 Torr 2.1: N,N-dimethyl-formamide / 1 h / 80 °C 2.2: 2 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: palladium on activated charcoal; hydrogen / isopropyl alcohol / 12 h / 20 °C 2.1: N,N-dimethyl-formamide / 1 h / 80 °C 2.2: 2 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: palladium on activated charcoal; hydrogen / isopropyl alcohol / 12 h / 20 °C 2.1: N,N-dimethyl-formamide / 8 h / 180 °C 2.2: 2 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: palladium 10% on activated carbon; hydrogen / isopropyl alcohol / 20 °C 2: methanol; N,N-dimethyl-formamide / 7 h / Reflux View Scheme |
4-methoxycarbonylmethyl-3-nitrobenzoic acid methyl ester
nintedanib
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: acetic acid; palladium 10% on activated carbon; hydrogen / 2.5 h / 20 °C / 2585.81 Torr 2.1: toluene / 110 °C 3.1: N,N-dimethyl-formamide / 1 h / 80 °C 3.2: 2 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1: acetic anhydride / Reflux 2: N,N-dimethyl-formamide / 2 h / 80 - 85 °C 3: palladium 10% on activated carbon; isopropyl alcohol / 4 h / 20 °C / 3750.38 - 6000.6 Torr 4: toluene / 5 h / 115 - 120 °C View Scheme |
methyl 3-nitrobenzoate
nintedanib
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: potassium tert-butylate / N,N-dimethyl-formamide / 0.17 h / -10 °C 2.1: acetic acid; palladium 10% on activated carbon; hydrogen / 2.5 h / 20 °C / 2585.81 Torr 3.1: toluene / 110 °C 4.1: N,N-dimethyl-formamide / 1 h / 80 °C 4.2: 2 h / 20 °C View Scheme |
para-nitrophenyl bromide
nintedanib
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: 16 h / 20 °C / Heating; Sealed tube 2.1: lithium carbonate / 1,4-dioxane; water / 3 h / 33 °C 3.1: potassium carbonate / acetone / 12 h / 20 °C 4.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C / 2585.81 Torr 5.1: N,N-dimethyl-formamide / 1 h / 80 °C 5.2: 2 h / 20 °C View Scheme |
3-nitrobenzoic acid
nintedanib
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: thionyl chloride / 2 h / 0 - 50 °C 2.1: potassium tert-butylate / N,N-dimethyl-formamide / 0.17 h / -10 °C 3.1: acetic acid; palladium 10% on activated carbon; hydrogen / 2.5 h / 20 °C / 2585.81 Torr 4.1: toluene / 110 °C 5.1: N,N-dimethyl-formamide / 1 h / 80 °C 5.2: 2 h / 20 °C View Scheme |
nintedanib
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: methanol; potassium hydroxide / 3 h / Reflux 2: methanol / N,N-dimethyl-formamide / 5 h / Reflux View Scheme |
N-chloroacetyl-3-[methoxy(phenyl)methylene]-2-oxoindoline-6-carboxylic acid methyl ester
nintedanib
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: sodium carbonate / methanol / 0.5 h / 63 °C 2.1: acetic acid / N,N-dimethyl-formamide / 0.25 h / 20 °C 2.2: 5 h / 90 °C 3.1: hydrogenchloride / methanol; dichloromethane / 3 h / 20 °C 4.1: ethyl acetate / 1 h / 40 °C / Inert atmosphere 5.1: toluene / 4 h / 65 °C View Scheme |
3-[methoxy(phenyl)methylene]-2-oxoindoline-6-carboxylic acid methyl ester
nintedanib
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: acetic acid / N,N-dimethyl-formamide / 0.25 h / 20 °C 1.2: 5 h / 90 °C 2.1: hydrogenchloride / methanol; dichloromethane / 3 h / 20 °C 3.1: ethyl acetate / 1 h / 40 °C / Inert atmosphere 4.1: toluene / 4 h / 65 °C View Scheme |
methyl 3-nitro-4-chlorobenzoate
nintedanib
Conditions | Yield |
---|---|
Multi-step reaction with 10 steps 1.1: sodium tert-pentoxide / 1-methyl-pyrrolidin-2-one / 1.5 h / 75 °C 2.1: palladium 10% on activated carbon; hydrogen / acetic acid / 45 °C 3.1: acetic acid / 2 h / 115 °C 4.1: toluene / 3 h / 120 °C 5.1: acetic anhydride / 6 h / 124 °C 6.1: sodium carbonate / methanol / 0.5 h / 63 °C 7.1: acetic acid / N,N-dimethyl-formamide / 0.25 h / 20 °C 7.2: 5 h / 90 °C 8.1: hydrogenchloride / methanol; dichloromethane / 3 h / 20 °C 9.1: ethyl acetate / 1 h / 40 °C / Inert atmosphere 10.1: toluene / 4 h / 65 °C View Scheme |
[4-(methoxycarbonyl)-2-nitrophenyl]malonic acid dimethyl ester
nintedanib
Conditions | Yield |
---|---|
Multi-step reaction with 9 steps 1.1: palladium 10% on activated carbon; hydrogen / acetic acid / 45 °C 2.1: acetic acid / 2 h / 115 °C 3.1: toluene / 3 h / 120 °C 4.1: acetic anhydride / 6 h / 124 °C 5.1: sodium carbonate / methanol / 0.5 h / 63 °C 6.1: acetic acid / N,N-dimethyl-formamide / 0.25 h / 20 °C 6.2: 5 h / 90 °C 7.1: hydrogenchloride / methanol; dichloromethane / 3 h / 20 °C 8.1: ethyl acetate / 1 h / 40 °C / Inert atmosphere 9.1: toluene / 4 h / 65 °C View Scheme |
nintedanib
ethanesulfonic acid
methyl (3Z)-3-[({4-[N-methyl-2-(4-methylpiperazin-1-yl)acetamido]phenyl}amino)(phenyl)methylidene]-2-oxo-2,3-dihydro-1H-indole-6-carboxylate ethanesulfonate salt
Conditions | Yield |
---|---|
In methanol for 4h; Reflux; | 100% |
In methanol; water at 60℃; | 97.3% |
In methanol; water; isopropyl alcohol at 0 - 65℃; for 1h; | 95% |
nintedanib
L-Tartaric acid
Conditions | Yield |
---|---|
In water; butanone at 50℃; for 1.01667h; | 98% |
nintedanib
maleic acid
methyl (3Z)-3-{[(4-{methyl[(4-methylpiperazin-1-yl)acetyl]amino}phenyl)amino](phenyl)methylidene}-2-oxo-2,3-dihydro-1H-indole-6-carboxylate maleic acid salt
Conditions | Yield |
---|---|
In water; ethyl acetate at 50℃; for 1.01667h; | 96% |
nintedanib
methanesulfonic acid
Conditions | Yield |
---|---|
In methanol at 50℃; for 1.01667h; | 93% |
nintedanib
methanesulfonic acid
methyl (3Z)-3-{[(4-{methyl[(4-methylpiperazin-1-yl)acetyl]amino}phenyl)amino](phenyl)methylidene}-2-oxo-2,3-dihydro-1H-indole-6-carboxylate methanesulfonic acid salt
Conditions | Yield |
---|---|
In methanol; water at 60℃; for 1h; | 92% |
Conditions | Yield |
---|---|
With hydrogenchloride In methanol; water at 25 - 55℃; for 1.5h; Solvent; | 89.3% |
nintedanib
toluene-4-sulfonic acid
methyl (3Z)-3-{[(4-{methyl[(4-methylpiperazin-1-yl)acetyl]amino}phenyl)amino](phenyl)methylidene}-2-oxo-2,3-dihydro-1H-indole-6-carboxylate p-toluenesulfonic acid salt
Conditions | Yield |
---|---|
In water; butanone at 50℃; for 1.01667h; Solvent; | 86% |
Conditions | Yield |
---|---|
With hydrogenchloride; sodium hydrogencarbonate In ethanol; water at 60℃; for 1h; Solvent; | 81.5% |
nintedanib
methyl (3Z)-3-{[(4-{methyl[(4-methylpiperazin-1-yl)acetyl]amino}phenyl)amino](phenyl)methylidene}-2-oxo-2,3-dihydro-1H-indole-6-carboxylate phosphoric acid salt
Conditions | Yield |
---|---|
With phosphoric acid In ethyl acetate at 50℃; for 0.0166667h; | 70% |
nintedanib
acetic acid
Conditions | Yield |
---|---|
In butanone at 50℃; | 64% |
nintedanib
nintedanib hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In tetrahydrofuran; 2,2,2-trifluoroethanol; water at 20 - 50℃; under 7.50075 Torr; for 48.5h; | |
With hydrogenchloride In water; acetone at 20 - 40℃; for 72h; |
Conditions | Yield |
---|---|
In methanol; water Reflux; |
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