Cas no. 755037-03-7 Regorafenib API Intermediates Our products are high quality, good price, quick delivery time and we supply all customers best service in the long-term cooperation as below: 1.Established manufacturer. 2.Professional team. 3.
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
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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
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inquiryUnique advantages Guaranteed purity High quality & competitive price Quality control Fast feedback Prompt shipment Appearance:White powder Storage:cool dry place Package:10g/100g/1kg/foil bag Application:medicine raw material Transportation
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inquiryRegorafenib CAS No.:755037-03-7 Name: BAY 73-4506 Synonyms: Regorafenib; 4-[4-({[4-Chloro-3-(trifluoromethyl)phenyl]carbamoyl}amino)-3-fluorophenoxy]-N-methylpyridine-2-carboxamide Molecular Structure
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inquiry1. 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
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inquiryCangzhou 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
Shanghai Seasonsgreen Chemical is a high-tech research and development, production, sale and custom synthesis set in one high-tech chemical products enterprises. Our sales and marketing division is located in Shanghai, serving international pharmaceu
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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
GIHI CHEMICALS exported this product to many countries and regions at best price. if you are looking for the material's manufacturer or supplier in china, GIHI CHEMICALS is your best choice. pls contact with us freely for getting detailed prod
Name:BAY 73-4506; Regorafenib The alias:4-[4-({[4-Chloro-3-(trifluoromethyl)phenyl]carbamoyl}amino)-3-fluorophenoxy]-N-methylpyridine-2-carboxamide CAS NO: 755037-03-7 Molecular formula:C21H15ClF4N4O3 Molecular weight:482.82 Product Qualit
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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.
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inquiryOur company was built in 2009 with an ISO certificate.In the past 5 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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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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inquiryWITH 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
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inquiryChemical Name: 4-[4-({[4-Chloro-3-(trifluoromethyl)phenyl]carbamoyl}amino)-3-fluorophenoxy]-N-methyl-2-pyridinecarboxamide Cas No.: 755037-03-7 Molecular Formula: C21H15ClF4N4O3 Molecular Weight: 482
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inquiryWe are leading fine chemicals supplier in China with ISO certificate, Our main business covers the fields below: 1.Noble Metal Catalysts (Pt.Pd...) 2.Organic Phosphine Ligands (Tert-butyl-phosphine.Cyclohexyl-phosphine...) 3.OLED
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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:Off-white or light yellow crystalline powder Storage:Store i
Cas:755037-03-7
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inquiryHanways chempharm is a specialized company concentrating on the R&D, production, marketing and technical service of APIs and pharmaceutical intermediates. The marketing department is located in Wuhan. We have two GMP facilities in Hubei Pr
Cas:755037-03-7
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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:755037-03-7
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inquiryProduct Name: Regorafenib Synonyms: Regorafenib;BAY 73-4506;4-[4-({[4-Chloro-3-(trifluoromethyl)phenyl]carbamoyl}amino)-3-fluorophenoxy]-N-methylpyridine-2-carboxamide;BAY 73-4506(Regorafenib);4-(4-(3-(4-chloro-3-(trifluoroMethyl)phenyl)ureido)
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 present
Regorafenib CAS 755037-03-7 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 intermedia
Cas:755037-03-7
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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
1.high quality: quality is life. quality is the most important element for all goods. we have a lab doing research in wuhan china. hplc and nmr is available if needed. 2.reasonable price: we provide high quality products wi
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inquiryAppearance:White powder Storage:R.T Package:25kg/drum Application:Regorafenib is a novel oral multi-target protein kinase inhibitor, which can block tumor cell proliferation, inhibit tumor angiogenesis and regulate tumor microenvironment, and has go
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inquiryAppearance:off-white crystal powder 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:By Sea/Air/Courier Port:Qingdao
Cas:755037-03-7
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inquiryRegorafenib is one of the most competitive products in our company, we can supply it with good quality and best price. Appearance:White to off-white solid Storage:Room temperature, Keep in Dark Place. Package:Kilograms/MT Application:Pharmaceutical f
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:755037-03-7
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inquiryHangzhou KeyingChem Co., Ltd. exported this product to many countries and regions at best price. If you are looking for the material’s manufacturer or supplier in China, KeyingChem is your best choice. Pls contact with us freely for getting det
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inquiry4-(4-amino-3-fluorophenoxy)pyridine-2-carboxylic acid methyl amide
Methyl 4-methyl-3-oxopentanoate
4-chloro-3-trifluoromethyl-aniline
regorafenib
Conditions | Yield |
---|---|
With dmap In N,N-dimethyl-formamide at 140℃; for 4h; Temperature; Green chemistry; | 96.8% |
4-(4-amino-3-fluorophenoxy)pyridine-2-carboxylic acid methyl amide
S,S-dimethyl dithiocarbonate
4-chloro-3-trifluoromethyl-aniline
regorafenib
Conditions | Yield |
---|---|
With tetra(n-butyl)ammonium hydroxide In tetrahydrofuran at 35℃; for 1.33333h; Green chemistry; | 96.2% |
4-(4-amino-3-fluorophenoxy)pyridine-2-carboxylic acid methyl amide
4-chloro-3-(trifluoromethyl)phenyl isocyanate
regorafenib
Conditions | Yield |
---|---|
In ethyl acetate at 20℃; for 1.5h; | 94.5% |
In dichloromethane at 0 - 20℃; for 16h; Inert atmosphere; | 90% |
In dichloromethane for 24h; | 87% |
4-amino-3-fluorophenol
regorafenib
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: Reflux 2.1: 1-methyl-pyrrolidin-2-one / 100 °C 2.2: 4.17 h / 100 °C 2.3: 0.17 h / 80 °C 3.1: toluene; tetrahydrofuran / 4.5 h / 20 °C 3.2: 2.25 h View Scheme | |
Multi-step reaction with 3 steps 1.1: cyclohexane / Reflux 2.1: 1-methyl-pyrrolidin-2-one / 100 °C 2.2: 3.67 h / 100 °C 2.3: 0.17 h / 80 °C 3.1: toluene; tetrahydrofuran / 4.5 h / 20 °C 3.2: 2.25 h View Scheme | |
Multi-step reaction with 3 steps 1.1: Reflux 2.1: 1-methyl-pyrrolidin-2-one / 100 °C 2.2: 5.5 h / 100 °C 2.3: 0.17 h / 80 °C 3.1: toluene; tetrahydrofuran / 4.5 h / 20 °C 3.2: 2.25 h View Scheme | |
Multi-step reaction with 2 steps 1.1: potassium tert-butylate / N,N-dimethyl acetamide / 0.42 h / 0 °C 1.2: 16 h / 100 °C 2.1: toluene / 72 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: dichloromethane / 6 h / Reflux 2: potassium tert-butylate; potassium carbonate / N,N-dimethyl-formamide / 3 h / 90 °C View Scheme |
C12H16FNO
regorafenib
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: 1-methyl-pyrrolidin-2-one / 100 °C 1.2: 4.17 h / 100 °C 1.3: 0.17 h / 80 °C 2.1: toluene; tetrahydrofuran / 4.5 h / 20 °C 2.2: 2.25 h View Scheme |
C11H14FNO
regorafenib
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: 1-methyl-pyrrolidin-2-one / 100 °C 1.2: 5.5 h / 100 °C 1.3: 0.17 h / 80 °C 2.1: toluene; tetrahydrofuran / 4.5 h / 20 °C 2.2: 2.25 h View Scheme |
3-fluoro-4-nitrophenol
regorafenib
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 4 h 2.1: potassium tert-butylate / N,N-dimethyl acetamide / 0.42 h / 0 °C 2.2: 16 h / 100 °C 3.1: toluene / 72 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: potassium carbonate / diethylene glycol dimethyl ether / 6 h / Reflux 2: hydrogen / methanol / 3 h / 20 °C / 1520.1 Torr / Autoclave 3: tetrahydrofuran / 5 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 110 °C / Inert atmosphere 2: hydrogen; 5%-palladium/activated carbon / ethyl acetate / 1125.11 Torr 3: dichloromethane / 3 h / 0 - 25 °C View Scheme |
2-Picolinic acid
regorafenib
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: sodium bromide / chlorobenzene / 0.25 h / 50 °C 1.2: 23 h / 85 °C 2.1: water; toluene / 7 h / 20 °C 3.1: potassium tert-butylate / N,N-dimethyl-formamide / 0.5 h / 20 °C 3.2: 5 h / 100 °C 4.1: sulfuric acid; nitric acid / water / 1.5 h / -10 - 0 °C 5.1: ammonium chloride; iron; hydrogenchloride / water; ethanol / 0.25 h / Reflux 6.1: ethyl acetate / 1.5 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: thionyl chloride / N,N-dimethyl-formamide 2.1: sodium hydroxide / tetrahydrofuran / 3 h / -5 °C 3.1: potassium tert-butylate / dimethyl amine / 2 h / 20 °C / Inert atmosphere 3.2: 85 °C / Inert atmosphere 4.1: dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 4 steps 1.1: thionyl chloride; sodium bromide / N,N-dimethyl-formamide / 30 h / 80 °C 2.1: sodium hydroxide / tetrahydrofuran / 3 h / -5 °C 3.1: potassium tert-butylate / dimethyl amine / 2 h / 20 °C / Inert atmosphere 3.2: 85 °C / Inert atmosphere 4.1: dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 5 steps 1.1: N,N-dimethyl-formamide; thionyl chloride / 18 h / 70 °C / Inert atmosphere; Schlenk technique 2.1: tetrahydrofuran; methanol; water / 1 h / 0 - 10 °C / Inert atmosphere; Schlenk technique 3.1: potassium tert-butylate; potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere; Schlenk technique 3.2: 16 h / 110 °C / Inert atmosphere; Schlenk technique 4.1: sulfuric acid; nitric acid / water / 1 h / 0 °C / Inert atmosphere; Schlenk technique 4.2: 1 h / 80 °C / Inert atmosphere; Schlenk technique 5.1: dichloromethane; ethyl acetate / 18 h / 20 °C / Inert atmosphere; Schlenk technique View Scheme |
regorafenib
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: water; toluene / 7 h / 20 °C 2.1: potassium tert-butylate / N,N-dimethyl-formamide / 0.5 h / 20 °C 2.2: 5 h / 100 °C 3.1: sulfuric acid; nitric acid / water / 1.5 h / -10 - 0 °C 4.1: ammonium chloride; iron; hydrogenchloride / water; ethanol / 0.25 h / Reflux 5.1: ethyl acetate / 1.5 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: tetrahydrofuran / 16.42 h / 0 - 20 °C / Inert atmosphere 2.1: potassium tert-butylate / N,N-dimethyl-formamide / 3.03 h / Inert atmosphere 2.2: 10 h / 90 °C / Inert atmosphere 3.1: dichloromethane / 24 h View Scheme | |
Multi-step reaction with 3 steps 1.1: sodium hydroxide / tetrahydrofuran / 3 h / -5 °C 2.1: potassium tert-butylate / dimethyl amine / 2 h / 20 °C / Inert atmosphere 2.2: 85 °C / Inert atmosphere 3.1: dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 4 steps 1.1: tetrahydrofuran; methanol; water / 1 h / 0 - 10 °C / Inert atmosphere; Schlenk technique 2.1: potassium tert-butylate; potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere; Schlenk technique 2.2: 16 h / 110 °C / Inert atmosphere; Schlenk technique 3.1: sulfuric acid; nitric acid / water / 1 h / 0 °C / Inert atmosphere; Schlenk technique 3.2: 1 h / 80 °C / Inert atmosphere; Schlenk technique 4.1: dichloromethane; ethyl acetate / 18 h / 20 °C / Inert atmosphere; Schlenk technique View Scheme |
4-chloro-N-methylpicolinamide
regorafenib
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: potassium tert-butylate / N,N-dimethyl-formamide / 0.5 h / 20 °C 1.2: 5 h / 100 °C 2.1: sulfuric acid; nitric acid / water / 1.5 h / -10 - 0 °C 3.1: ammonium chloride; iron; hydrogenchloride / water; ethanol / 0.25 h / Reflux 4.1: ethyl acetate / 1.5 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: potassium hydroxide / N,N-dimethyl-formamide / 0.5 h / 0 - 50 °C 1.2: 100 °C 2.1: sulfuric acid; nitric acid / 1.5 h / -10 - 0 °C 3.1: iron; ammonium chloride; hydrogenchloride / water; ethanol / 1 h / Reflux 4.1: ethyl acetate / 0.5 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: potassium tert-butylate / N,N-dimethyl-formamide / 3.03 h / Inert atmosphere 1.2: 10 h / 90 °C / Inert atmosphere 2.1: dichloromethane / 24 h View Scheme |
regorafenib
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: sulfuric acid; nitric acid / water / 1.5 h / -10 - 0 °C 2: ammonium chloride; iron; hydrogenchloride / water; ethanol / 0.25 h / Reflux 3: ethyl acetate / 1.5 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: sulfuric acid; nitric acid / 1.5 h / -10 - 0 °C 2: iron; ammonium chloride; hydrogenchloride / water; ethanol / 1 h / Reflux 3: ethyl acetate / 0.5 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: sulfuric acid; nitric acid / water / 1 h / 0 °C / Inert atmosphere; Schlenk technique 1.2: 1 h / 80 °C / Inert atmosphere; Schlenk technique 2.1: dichloromethane; ethyl acetate / 18 h / 20 °C / Inert atmosphere; Schlenk technique View Scheme |
regorafenib
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: ammonium chloride; iron; hydrogenchloride / water; ethanol / 0.25 h / Reflux 2: ethyl acetate / 1.5 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: iron; ammonium chloride; hydrogenchloride / water; ethanol / 1 h / Reflux 2: ethyl acetate / 0.5 h / 20 °C View Scheme |
3-fluorophenol
regorafenib
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: potassium hydroxide / N,N-dimethyl-formamide / 0.5 h / 0 - 50 °C 1.2: 100 °C 2.1: sulfuric acid; nitric acid / 1.5 h / -10 - 0 °C 3.1: iron; ammonium chloride; hydrogenchloride / water; ethanol / 1 h / Reflux 4.1: ethyl acetate / 0.5 h / 20 °C View Scheme |
ortho-nitrofluorobenzene
regorafenib
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: oxalic acid; aluminium / water / 1.5 h / 80 - 85 °C 2: potassium tert-butylate / N,N-dimethyl acetamide / 1.5 h / 0 - 90 °C 3: tetrahydrofuran / 12 h / 30 °C View Scheme |
4-chloropicolinic acid
regorafenib
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: oxalyl dichloride; N,N-dimethyl-formamide / tetrahydrofuran / 15.5 h / 0 - 20 °C / Inert atmosphere 2.1: tetrahydrofuran / 16.42 h / 0 - 20 °C / Inert atmosphere 3.1: potassium tert-butylate / N,N-dimethyl-formamide / 3.03 h / Inert atmosphere 3.2: 10 h / 90 °C / Inert atmosphere 4.1: dichloromethane / 24 h View Scheme |
[1,3]-dioxolan-2-one
4-(4-amino-3-fluorophenoxy)pyridine-2-carboxylic acid methyl amide
4-chloro-3-trifluoromethyl-aniline
regorafenib
Conditions | Yield |
---|---|
With cetyltrimethylammonium hydroxide In dichloromethane at 35℃; for 1.33333h; | 21.99 g |
4-(4-amino-3-fluorophenoxy)pyridine-2-carboxylic acid methyl amide
4-chloro-3-(trifluoromethyl)benzoic acid
regorafenib
Conditions | Yield |
---|---|
Stage #1: 4-chloro-3-(trifluoromethyl)benzoic acid With pyridine; diphenylphosphoranyl azide In 1,4-dioxane at 0℃; for 1.5h; Reflux; Stage #2: 4-(4-amino-3-fluorophenoxy)pyridine-2-carboxylic acid methyl amide In 1,4-dioxane for 1h; Reflux; |
regorafenib
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: methanol / tetrahydrofuran 2.1: potassium tert-butylate / dimethyl amine / 2 h / 20 °C / Inert atmosphere 2.2: 85 °C / Inert atmosphere 3.1: dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere View Scheme |
N-(2-fluoro-4-hydroxyphenyl)acetamide
regorafenib
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: hydrogenchloride / water / 80 °C / Inert atmosphere 2.1: potassium tert-butylate / dimethyl amine / 2 h / 20 °C / Inert atmosphere 2.2: 85 °C / Inert atmosphere 3.1: dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: potassium tert-butylate / dimethyl amine / 2 h / 20 °C / Inert atmosphere 1.2: 85 °C / Inert atmosphere 2.1: dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere View Scheme |
4-chloro-3-(trifluoromethyl)phenyl isocyanate
regorafenib
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: dichloromethane / 6 h / Reflux 2: potassium tert-butylate; potassium carbonate / N,N-dimethyl-formamide / 3 h / 90 °C View Scheme |
3-chloro-N-methyl-benzamide
1-(4-chloro-3-(trifluoromethyl)phenyl)-3-(2-fluoro-4-hydroxyphenyl)urea
regorafenib
Conditions | Yield |
---|---|
With potassium tert-butylate; potassium carbonate In N,N-dimethyl-formamide at 90℃; for 3h; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: toluene; N,N-dimethyl-formamide / 90 °C / Inert atmosphere 2.1: potassium tert-butylate / N,N-dimethyl-formamide / 2 h 2.2: 6 h / 80 °C View Scheme |
2-fluoro-4-hydroxybenzoic acid
regorafenib
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 0.08 h / 0 °C / Inert atmosphere 2.1: sodium azide; dmap / toluene; N,N-dimethyl-formamide / Inert atmosphere 3.1: toluene; N,N-dimethyl-formamide / 90 °C / Inert atmosphere 4.1: potassium tert-butylate / N,N-dimethyl-formamide / 2 h 4.2: 6 h / 80 °C View Scheme |
regorafenib
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: sodium azide; dmap / toluene; N,N-dimethyl-formamide / Inert atmosphere 2.1: toluene; N,N-dimethyl-formamide / 90 °C / Inert atmosphere 3.1: potassium tert-butylate / N,N-dimethyl-formamide / 2 h 3.2: 6 h / 80 °C View Scheme |
1-(4-chloro-3-(trifluoromethyl)phenyl)-3-(2-fluoro-4-hydroxyphenyl)urea
4-chloro-N-methylpicolinamide
regorafenib
Conditions | Yield |
---|---|
Stage #1: 1-(4-chloro-3-(trifluoromethyl)phenyl)-3-(2-fluoro-4-hydroxyphenyl)urea With potassium tert-butylate In N,N-dimethyl-formamide for 2h; Stage #2: 4-chloro-N-methylpicolinamide With potassium carbonate at 80℃; for 6h; |
1-chloro-2-(trifluoromethyl)benzene
regorafenib
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: sulfuric acid; nitric acid / water / 18 h / 0 - 20 °C / Inert atmosphere; Schlenk technique 2: iron; ammonium chloride; hydrogenchloride / ethanol; water / 2 h / 80 °C / Inert atmosphere; Schlenk technique 3: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 20 °C / Inert atmosphere; Schlenk technique 4: dichloromethane; ethyl acetate / 18 h / 20 °C / Inert atmosphere; Schlenk technique View Scheme |
4-chloro-3-(trifluoromethyl)nitrobenzene
regorafenib
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: iron; ammonium chloride; hydrogenchloride / ethanol; water / 2 h / 80 °C / Inert atmosphere; Schlenk technique 2: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 20 °C / Inert atmosphere; Schlenk technique 3: dichloromethane; ethyl acetate / 18 h / 20 °C / Inert atmosphere; Schlenk technique View Scheme |
4-(4-amino-3-fluorophenoxy)pyridine-2-carboxylic acid methyl amide
N-[4-chloro-3-(trifluoromethyl)phenyl]carbamoyl chloride
regorafenib
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide; acetonitrile at 15 - 30℃; for 1h; Large scale; | 24.17 kg |
regorafenib
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0.17 h 1.2: 0.33 h / 20 °C 2.1: toluene View Scheme |
regorafenib
cis-dichlorobis(dimethylsulfoxide)platinum(II)
Conditions | Yield |
---|---|
In methanol; water at 55℃; for 36h; Temperature; Solvent; Autoclave; | 95% |
In methanol; acetone at 65℃; for 24h; |
Conditions | Yield |
---|---|
In methanol; n-heptane at 20℃; for 4h; Solvent; | 90.7% |
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 12h; Solvent; | 89.4% |
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 12h; Solvent; | 84.5% |
regorafenib
4-{4-[3-(4-chloro-3-trifluoromethylphenyl)-ureido]-3-fluorophenoxy}-pyridine-2-carboxylic acid methylamide hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In tetrahydrofuran; 1,3-dioxane | 79% |
With hydrogenchloride In tetrahydrofuran; 1,4-dioxane | 79% |
With hydrogenchloride In tetrahydrofuran; 1,4-dioxane | 79% |
With hydrogenchloride In tetrahydrofuran; 1,4-dioxane | 79% |
With hydrogenchloride In tetrahydrofuran; 1,4-dioxane | 79% |
regorafenib
4-{4-[3-(4-chloro-3-trifluoromethylphenyl)-ureido]-3-fluorophenoxy}-pyridine-2-carboxylic acid methylamide phenylsulfonate
Conditions | Yield |
---|---|
With benzenesulfonic acid In ethanol | 69% |
regorafenib
benzenesulfonic acid
4-{4-[3-(4-chloro-3-trifluoromethylphenyl)-ureido]-3-fluorophenoxy}-pyridine-2-carboxylic acid methylamide phenylsulfonate
Conditions | Yield |
---|---|
In ethanol Heating; | 69% |
In ethanol Heating; | 69% |
In ethanol Heating / reflux; | 69% |
In ethanol Heating; | 69% |
regorafenib
4-{4-[3-(4-chloro-3-trifluoromethylphenyl)-ureido]-3-fluorophenoxy}-pyridine-2-carboxylic acid methylamide mesylate
Conditions | Yield |
---|---|
With methanesulfonic acid In ethanol |
regorafenib
methanesulfonic acid
4-{4-[3-(4-chloro-3-trifluoromethylphenyl)-ureido]-3-fluorophenoxy}-pyridine-2-carboxylic acid methylamide mesylate
Conditions | Yield |
---|---|
In ethanol | |
In ethanol | |
In ethanol | |
In ethanol |
regorafenib
4-[4({[4-chloro-3-(trifluoromethyl)phenyl]carbamoyl}amino)-3-fluorophenoxy]-N-methylpyridine-2-carboxamide monohydrate
Conditions | Yield |
---|---|
With water In acetone Product distribution / selectivity; | |
With water In acetonitrile at 25℃; for 168h; Product distribution / selectivity; | |
With water In ethanol at -20℃; Product distribution / selectivity; |
Conditions | Yield |
---|---|
In water; ethyl acetate at 40℃; for 2h; Solvent; Temperature; |
Conditions | Yield |
---|---|
In water; ethyl acetate at 50℃; for 2h; Solvent; Temperature; |
Conditions | Yield |
---|---|
In propan-1-ol at 50℃; for 4h; Solvent; Temperature; |
regorafenib
A
4-(4-amino-3-fluorophenoxy)pyridine-2-carboxylic acid methyl amide
B
4-chloro-3-trifluoromethyl-aniline
Conditions | Yield |
---|---|
In water; acetonitrile at 80℃; for 72h; |
regorafenib
A
4-(4-amino-3-fluorophenoxy)pyridine-2-carboxylic acid methyl amide
B
1-(4-chloro-3-(trifluoromethyl)phenyl)-3-(2-fluoro-4-hydroxyphenyl)urea
C
4-chloro-3-trifluoromethyl-aniline
Conditions | Yield |
---|---|
With hydrogenchloride at 80℃; for 5h; |
regorafenib
A
1-(4-chloro-3-(trifluoromethyl)phenyl)-3-(2-fluoro-4-hydroxyphenyl)urea
Conditions | Yield |
---|---|
With dihydrogen peroxide In water at 20℃; for 144h; |
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