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
Dayangchem's 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. DayangChem can provide different quantities
Cas:873054-44-5
Min.Order:1 Kilogram
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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
LIDE PHARMACEUTICALS LIMITED is a professional chemicals and APIs leading manufacturer in China. Our core business line covers APIs, Intermediates, Herb extract, etc.
Our 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
With our good experience, we offer detailed technical support and advice to assist customers. We communicate closely with customers to establish their quality requirements. Consistent Quality Our plant has strict quality control in each manufacturin
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:873054-44-5
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Type:Trading Company
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:873054-44-5
Min.Order:10 Gram
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Type:Other
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
VX-770 CAS:873054-44-5 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, st
Cas:873054-44-5
Min.Order:1 Gram
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Type:Lab/Research institutions
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
API name: Ivacaftor Certificates: GMP, DMF CAS No.: 873054-44-5 Chemical name: Ivacaftor [14C]-Ivacaftor Kalydeco UNII-1Y740ILL1Z Formula: C38H73N21O10S2 Structure: Appearance:White or off white powder Storage:Store sealed
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:873054-44-5
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inquiryHangzhou Fanda Chemical Co.,Ltd (FandaChem) , a China-based chemical company, specialize in exporting VX-770; Ivacaftor CAS:873054-44-5 , Please contact us by email freely. We are leading exporter in China. If you really need this carg
Cas:873054-44-5
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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
Appearance: White Powder Storage:Store in a cool,dry place and keep away from direct strong light Package:As customer request Application:Ivacaftor (VX-770, Kalydeco) is a potentiator of CFTR targeting G551D-CFTR and F508del-CFT
Cas:873054-44-5
Min.Order:100 Gram
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Type:Lab/Research institutions
inquiryOur 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:873054-44-5
Min.Order:5 Gram
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Type:Lab/Research institutions
inquiryCompany Introduction 1. Established in 2005, with two independent business divisions: Fine chemicals division; Pharmaceutical division. 2. Main product: Optical brightener Textile auxiliary Dye stuff Pigments
advantage: 1. The best price, satisfactory quality; 2. customers have the right to choose the delivery of parcels (EMS, DHL, FedEx, UPS); 3. customers have the right to choose from the recent effective packaging methods of their products packaging
Massive Chemical is certified with ISO9001 and ISO14001 manufacturer for this product. We will offer all documents as requirement for the materials which includes, Certificate of Analysis, Material Safety Data Sheet, and Method of Analysis and
Cas:873054-44-5
Min.Order:1 Gram
FOB Price: $1.0
Type:Lab/Research institutions
inquiryZibo 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
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
Product name: VX 770 CAS No.:873054-44-5 Molecule Formula:C24H28N2O3 Molecule Weight:392.49 Purity: 99.0% Package: 25kg/drum Description:White crystalline powder Manufacture Standards:Enterprise Standard TESTING IT
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,
Cas:873054-44-5
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inquiryfactory?direct?saleAppearance:White Powder Storage:Store In Dry, Cool And Ventilated Place Package:25kg/drum, also according to the clients requirement Application:It is widely used as a thickener, emulsifier and stabilizer Transportation:By Sea Or B
Cas:873054-44-5
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inquiryShandong 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
1.Applied in food field.it can improve the immune system and prolong life. 2.Appliedin cosmetic field.it can improve the skin care. 3.Applied in pharmaceutical field.it can treat various dieases. 4.Our product quality assurance will make our customer
Cas:873054-44-5
Min.Order:1 Metric Ton
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inquiryWe have most reliable quality, competitive prices and full documents for this APIs 1. GMP WORKSHOP 2. DMF Application:Pharmaceutical API
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
Cas:873054-44-5
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inquiryGOLDEN 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
ivacaftor
Conditions | Yield |
---|---|
With hydrogenchloride In water; acetonitrile at 75 - 85℃; for 6h; | 88% |
ivacaftor
Conditions | Yield |
---|---|
With hydrogenchloride In water; acetonitrile at 75 - 85℃; for 6h; | 87% |
ivacaftor
Conditions | Yield |
---|---|
With 5%-palladium/activated carbon; hydrogen In methanol at 35℃; under 1520.1 Torr; for 5h; Temperature; Pressure; | 80% |
2,4-di-tert-butyl-5-(4-oxo-1,4-dihydroquinoline-3-carboxamido)phenyl methyl carbonate
ivacaftor
Conditions | Yield |
---|---|
With water; sodium hydroxide In methanol at 20℃; for 5h; | 76% |
Stage #1: 2,4-di-tert-butyl-5-(4-oxo-1,4-dihydroquinoline-3-carboxamido)phenyl methyl carbonate With methanol; sodium methylate In 2-methyltetrahydrofuran Stage #2: With hydrogenchloride In 2-methyltetrahydrofuran; water Product distribution / selectivity; | |
Stage #1: 2,4-di-tert-butyl-5-(4-oxo-1,4-dihydroquinoline-3-carboxamido)phenyl methyl carbonate With sodium methylate In 2-methyltetrahydrofuran; methanol at 25℃; for 1h; Stage #2: With hydrogenchloride In 2-methyltetrahydrofuran; methanol; water Stage #3: With water In acetonitrile at 78℃; Product distribution / selectivity; |
5-amino-2,4-di-tert-butyl-phenol
4-oxo-1,4-dihydroquinoline-3-carboxylic acid
ivacaftor
Conditions | Yield |
---|---|
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide | 71% |
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 25℃; for 12h; | 71% |
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; | 71% |
5-amino-2,4-di-tert-butyl-phenol
ivacaftor
Conditions | Yield |
---|---|
Stage #1: 4-oxo-1,4-dihydroquinoline-3-carboxylic acid With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 20℃; for 0.166667h; Stage #2: 5-amino-2-4-di-tert-butyl-phenol In N,N-dimethyl-formamide at 20℃; | 52% |
3-methyl-4-nitro-1H-indole
5-amino-2,4-di-tert-butylphenyl methyl carbonate
4-oxo-1,4-dihydroquinoline-3-carboxylic acid
ivacaftor
Conditions | Yield |
---|---|
With pyridine; hydrogenchloride; sodium methylate In methanol; water; acetonitrile | |
With pyridine; hydrogenchloride; sodium methylate In methanol; water; acetonitrile |
aniline
ivacaftor
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: ethanol / 3 h / 30 - 110 °C / Inert atmosphere 2.1: diphenylether; ethanol / 3.5 h / 228 - 232 °C / Inert atmosphere 3.1: sodium hydroxide; water / ethanol / 16 h / Reflux 3.2: 20 - 25 °C / pH 2 - 3 4.1: pyridine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / 2-methyltetrahydrofuran / 8 h / 47.5 °C 5.1: sodium methylate / 2-methyltetrahydrofuran; methanol / 1 h / 25 °C 5.3: 78 °C View Scheme | |
Multi-step reaction with 5 steps 1: ethanol / 3 h / 30 - 110 °C / Inert atmosphere 2: diphenylether / 3.5 h / 228 - 232 °C / Inert atmosphere 3: sodium hydroxide; water / ethanol / 16 h / Reflux 4: pyridine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / 2-methyltetrahydrofuran / 8 h / 47.5 °C 5: sodium methylate / methanol; 2-methyltetrahydrofuran / 1 h View Scheme | |
Multi-step reaction with 3 steps 1.1: ethanol / 3 h / 30 - 110 °C / Inert atmosphere 1.2: 3.5 h / 228 - 232 °C / Inert atmosphere 2.1: hydrogenchloride; water / 85 - 90 °C 3.1: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; pyridine / 2-methyltetrahydrofuran / 8 h / 47.5 °C View Scheme |
2,4-di-tert-Butylphenol
ivacaftor
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: triethylamine / diethyl ether / 0 - 20 °C 2.1: nitric acid; sulfuric acid / 1 h / 0 - 20 °C 3.1: hydrogen / 5%-palladium/activated carbon / methanol / 20 - 30 °C / 1500.15 Torr / Inert atmosphere 4.1: pyridine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / 2-methyltetrahydrofuran / 8 h / 47.5 °C 5.1: sodium methylate / 2-methyltetrahydrofuran; methanol / 1 h / 25 °C 5.3: 78 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: triethylamine / diethyl ether / 2 h / 0 - 20 °C 2.1: sulfuric acid / dichloromethane / 4.5 h / -5 - 0 °C 2.2: -5 - 5 °C 3.1: hydrogen; 5%-palladium/activated carbon / methanol / 25 °C / 1500.15 Torr / Inert atmosphere 4.1: pyridine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / 2-methyltetrahydrofuran / 8 h / 47.5 °C 5.1: sodium methylate / methanol; 2-methyltetrahydrofuran / 1 h View Scheme | |
Multi-step reaction with 4 steps 1: triethylamine / diethyl ether / 0 - 20 °C 2: sulfuric acid; nitric acid / 1 h / 0 - 20 °C 3: 5%-palladium/activated carbon; hydrogen / methanol / 25 °C / 1500.15 Torr / Inert atmosphere 4: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; pyridine / 2-methyltetrahydrofuran / 8 h / 47.5 °C View Scheme |
diethyl (anilinomethylene)malonate
ivacaftor
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: diphenylether; ethanol / 3.5 h / 228 - 232 °C / Inert atmosphere 2.1: sodium hydroxide; water / ethanol / 16 h / Reflux 2.2: 20 - 25 °C / pH 2 - 3 3.1: pyridine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / 2-methyltetrahydrofuran / 8 h / 47.5 °C 4.1: sodium methylate / 2-methyltetrahydrofuran; methanol / 1 h / 25 °C 4.3: 78 °C View Scheme | |
Multi-step reaction with 4 steps 1: diphenylether / 3.5 h / 228 - 232 °C / Inert atmosphere 2: sodium hydroxide; water / ethanol / 16 h / Reflux 3: pyridine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / 2-methyltetrahydrofuran / 8 h / 47.5 °C 4: sodium methylate / methanol; 2-methyltetrahydrofuran / 1 h View Scheme | |
Multi-step reaction with 4 steps 1: ethanol; diphenylether / 3.5 h / 228 - 232 °C / Inert atmosphere 2: sodium hydroxide; water / ethanol / 16 h / Reflux 3: pyridine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / 2-methyltetrahydrofuran / 8 h / 47.5 °C 4: sodium methylate; methanol / 2-methyltetrahydrofuran / 1 h View Scheme |
ethyl 4-oxo-1,4-dihydroquinoline-3-carboxylate
ivacaftor
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: sodium hydroxide; water / ethanol / 16 h / Reflux 1.2: 20 - 25 °C / pH 2 - 3 2.1: pyridine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / 2-methyltetrahydrofuran / 8 h / 47.5 °C 3.1: sodium methylate / 2-methyltetrahydrofuran; methanol / 1 h / 25 °C 3.3: 78 °C View Scheme | |
Multi-step reaction with 3 steps 1: sodium hydroxide; water / ethanol / 16 h / Reflux 2: pyridine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / 2-methyltetrahydrofuran / 8 h / 47.5 °C 3: sodium methylate / methanol; 2-methyltetrahydrofuran / 1 h View Scheme | |
Multi-step reaction with 2 steps 1: hydrogenchloride; water / 85 - 90 °C 2: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; pyridine / 2-methyltetrahydrofuran / 8 h / 47.5 °C View Scheme |
carbonic acid 2,4-di(tert-butyl)-5-nitrophenyl ester methyl ester
ivacaftor
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: hydrogen / 5%-palladium/activated carbon / methanol / 20 - 30 °C / 1500.15 Torr / Inert atmosphere 2.1: pyridine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / 2-methyltetrahydrofuran / 8 h / 47.5 °C 3.1: sodium methylate / 2-methyltetrahydrofuran; methanol / 1 h / 25 °C 3.3: 78 °C View Scheme | |
Multi-step reaction with 3 steps 1: hydrogen; 5%-palladium/activated carbon / methanol / 25 °C / 1500.15 Torr / Inert atmosphere 2: pyridine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / 2-methyltetrahydrofuran / 8 h / 47.5 °C 3: sodium methylate / methanol; 2-methyltetrahydrofuran / 1 h View Scheme | |
Multi-step reaction with 3 steps 1: 5%-palladium/activated carbon; hydrogen / methanol / 25 °C / 1500.15 Torr 2: pyridine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / 2-methyltetrahydrofuran / 8 h / 47.5 °C 3: sodium methylate; methanol / 2-methyltetrahydrofuran / 1 h View Scheme |
carbonic acid 2,4-di-tert-butyl-phenyl ester methyl ester
ivacaftor
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: nitric acid; sulfuric acid / 1 h / 0 - 20 °C 2.1: hydrogen / 5%-palladium/activated carbon / methanol / 20 - 30 °C / 1500.15 Torr / Inert atmosphere 3.1: pyridine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / 2-methyltetrahydrofuran / 8 h / 47.5 °C 4.1: sodium methylate / 2-methyltetrahydrofuran; methanol / 1 h / 25 °C 4.3: 78 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: sulfuric acid / dichloromethane / 4.5 h / -5 - 0 °C 1.2: -5 - 5 °C 2.1: hydrogen; 5%-palladium/activated carbon / methanol / 25 °C / 1500.15 Torr / Inert atmosphere 3.1: pyridine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / 2-methyltetrahydrofuran / 8 h / 47.5 °C 4.1: sodium methylate / methanol; 2-methyltetrahydrofuran / 1 h View Scheme | |
Multi-step reaction with 3 steps 1: sulfuric acid; nitric acid / 1 h / 0 - 20 °C 2: 5%-palladium/activated carbon; hydrogen / methanol / 25 °C / 1500.15 Torr / Inert atmosphere 3: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; pyridine / 2-methyltetrahydrofuran / 8 h / 47.5 °C View Scheme |
5-amino-2,4-di-tert-butylphenyl methyl carbonate
4-oxo-1,4-dihydroquinoline-3-carboxylic acid
ivacaftor
Conditions | Yield |
---|---|
Stage #1: 5-amino-2,4-di-tert-butylphenyl methyl carbonate; 4-oxo-1,4-dihydroquinoline-3-carboxylic acid With pyridine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In 2-methyltetrahydrofuran at 47.5℃; for 8h; Stage #2: With methanol; sodium methylate In 2-methyltetrahydrofuran Temperature; | |
Multi-step reaction with 2 steps 1: pyridine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / 2-methyltetrahydrofuran / 8 h / 47.5 °C 2: sodium methylate; methanol / 2-methyltetrahydrofuran / 1 h View Scheme | |
Stage #1: 5-amino-2,4-di-tert-butylphenyl methyl carbonate; 4-oxo-1,4-dihydroquinoline-3-carboxylic acid With pyridine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In 2-methyltetrahydrofuran at 42.5 - 52.5℃; Stage #2: With sodium methylate In methanol Further stages; |
2-nitrobenzyl chloride
ivacaftor
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: magnesium chloride; triethylamine / acetonitrile / 1 h / 0 - 20 °C 1.2: 2 h / 0 - 20 °C 2.1: water / 5 h / 100 - 110 °C 3.1: toluene / 24 h / 110 °C 4.1: toluene / 3 h / 20 °C 5.1: acetic acid; iron / 3 h / 90 °C 6.1: water; sodium hydroxide / methanol / 3 h / 20 °C View Scheme |
diethyl 2-(2-nitro-benzoyl)malonate
ivacaftor
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: water / 5 h / 100 - 110 °C 2: toluene / 24 h / 110 °C 3: toluene / 3 h / 20 °C 4: acetic acid; iron / 3 h / 90 °C 5: water; sodium hydroxide / methanol / 3 h / 20 °C View Scheme |
ethyl (2-nitrobenzoyl)acetate
ivacaftor
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: toluene / 24 h / 110 °C 2: toluene / 3 h / 20 °C 3: acetic acid; iron / 3 h / 90 °C 4: water; sodium hydroxide / methanol / 3 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1: hydrogen / tetrahydrofuran / 6 h / 20 °C / 760.05 Torr 2: toluene / 6 h / 100 °C 3: sodium hydroxide / ethanol; water / 2 h / Reflux 4: triethylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C View Scheme |
ivacaftor
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: toluene / 3 h / 20 °C 2: acetic acid; iron / 3 h / 90 °C 3: water; sodium hydroxide / methanol / 3 h / 20 °C View Scheme |
2,4-di-tert-butyl-5-nitro-phenol
ivacaftor
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 25 - 30 °C 2.1: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.5 h 2.2: 15 h View Scheme | |
Multi-step reaction with 2 steps 1: ammonium formate; 5%-palladium/activated carbon / ethanol / 2 h / Reflux 2: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide View Scheme | |
Multi-step reaction with 2 steps 1.1: ammonium formate / 5% palladium over charcoal / ethanol / 2 h / Heating / reflux 2.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 0.17 h / 20 °C 2.2: 20 °C View Scheme |
1-benzyl-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid ethyl ester
ivacaftor
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: sodium hydroxide / 2 h / Reflux 2: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 4 h / 25 - 30 °C 3: 20% palladium hydroxide-activated charcoal; ammonium formate / N,N-dimethyl-formamide / 3 h / 70 - 80 °C View Scheme |
N-(2,4-di-tert-butyl-5-hydroxyphenyl)-1-benzyl-4-oxo-1,4-dihydroquinoline-3-carboxamide
ivacaftor
Conditions | Yield |
---|---|
With 20% palladium hydroxide-activated charcoal; ammonium formate In N,N-dimethyl-formamide at 70 - 80℃; for 3h; | 8.45 g |
With ammonium formate; palladium(II) hydroxide In N,N-dimethyl-formamide at 25 - 80℃; for 3h; | 2 g |
ivacaftor
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: toluene / 2 h / 25 - 35 °C 2: potassium carbonate / N,N-dimethyl-formamide / 4 h / 85 - 90 °C 3: sodium hydroxide / 2 h / Reflux 4: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 4 h / 25 - 30 °C 5: 20% palladium hydroxide-activated charcoal; ammonium formate / N,N-dimethyl-formamide / 3 h / 70 - 80 °C View Scheme |
o-fluoro-benzoic acid
ivacaftor
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: thionyl chloride / toluene / 12 h / 110 °C 2: triethylamine / toluene / 50 - 55 °C 3: toluene / 2 h / 25 - 35 °C 4: potassium carbonate / N,N-dimethyl-formamide / 4 h / 85 - 90 °C 5: sodium hydroxide / 2 h / Reflux 6: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 4 h / 25 - 30 °C 7: 20% palladium hydroxide-activated charcoal; ammonium formate / N,N-dimethyl-formamide / 3 h / 70 - 80 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: N,N-dimethyl-formamide; thionyl chloride / toluene / 25 °C / Reflux 2.1: triethylamine / toluene / 5 h / 25 - 55 °C 3.1: ammonium hydroxide / ethanol / 25 °C / Reflux 3.2: 12 h / 25 - 105 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 25 - 35 °C 2.1: N-ethyl-N,N-diisopropylamine / toluene / 25 °C / Reflux 3.1: toluene / 25 - 65 °C 4.1: ammonium hydroxide / ethanol / 1 h / 25 - 35 °C 4.2: 2 h / 25 - 95 °C View Scheme |
2-Fluorobenzoyl chloride
ivacaftor
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: triethylamine / toluene / 50 - 55 °C 2: toluene / 2 h / 25 - 35 °C 3: potassium carbonate / N,N-dimethyl-formamide / 4 h / 85 - 90 °C 4: sodium hydroxide / 2 h / Reflux 5: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 4 h / 25 - 30 °C 6: 20% palladium hydroxide-activated charcoal; ammonium formate / N,N-dimethyl-formamide / 3 h / 70 - 80 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: magnesium chloride; triethylamine / tetrahydrofuran / 8.5 h / 10 - 35 °C 1.2: 16 h / 15 - 35 °C 2.1: N-ethyl-N,N-diisopropylamine / toluene / 25 °C / Reflux 3.1: toluene / 25 - 65 °C 4.1: ammonium hydroxide / ethanol / 1 h / 25 - 35 °C 4.2: 2 h / 25 - 95 °C View Scheme |
ethyl 3-(benzylamino)-2-(2-fluorobenzoyl)-2-propenoate
ivacaftor
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 85 - 90 °C 2: sodium hydroxide / 2 h / Reflux 3: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 4 h / 25 - 30 °C 4: 20% palladium hydroxide-activated charcoal; ammonium formate / N,N-dimethyl-formamide / 3 h / 70 - 80 °C View Scheme |
toluene
ivacaftor
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: 2.5 h / 100 - 110 °C / Inert atmosphere 1.2: 3.5 h / 228 - 232 °C 2.1: sodium hydroxide; water / ethanol / 16 h / Reflux 2.2: 0.5 h / 20 - 25 °C / pH 2-3 3.1: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; pyridine / 2-methyltetrahydrofuran / 42.5 - 52.5 °C View Scheme |
4-oxo-1,4-dihydroquinoline-3-carboxylic acid
ivacaftor
Conditions | Yield |
---|---|
Stage #1: 4-oxo-1,4-dihydroquinoline-3-carboxylic acid With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In N,N-dimethyl-formamide at 25℃; for 0.25h; Stage #2: 5-amino-2,4-di-tert-butylphenol hydrochloride With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 45 - 50℃; for 2.5h; Temperature; | 57.5 g |
Stage #1: 4-oxo-1,4-dihydroquinoline-3-carboxylic acid With triethylamine In dichloromethane at 25 - 35℃; for 0.166667h; Stage #2: With thionyl chloride In dichloromethane at 0℃; Reflux; Stage #3: 5-amino-2,4-di-tert-butylphenol hydrochloride With triethylamine In dichloromethane at 0 - 35℃; | 5 g |
ethyl 4-hydroxy-3-quinolinecarboxylate
ivacaftor
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: sodium hydroxide / 2 h / Reflux 2: pyridine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / 2-methyltetrahydrofuran / 8 h / 47.5 °C 3: sodium methylate / methanol; 2-methyltetrahydrofuran / 1 h View Scheme | |
Multi-step reaction with 2 steps 1.1: sodium hydroxide; water / 2 h / Heating / reflux 1.2: pH 4 2.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 0.17 h / 20 °C 2.2: 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: sodium hydroxide 2: pyridine; hydrogenchloride; sodium methylate / methanol; water; acetonitrile View Scheme |
ivacaftor
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine / dichloromethane; methanol / 18 h / 20 °C / Inert atmosphere 2: sodium hydroxide / methanol; water / 5 h / 20 °C / Inert atmosphere View Scheme |
ivacaftor
Trimethylboroxine
A
N-(5-hydroxy-2,4-ditert-butyl-phenyl)-5-methyl-4-oxo-1H-quinoline-3-carboxamide
Conditions | Yield |
---|---|
With pentamethylcyclopentadienyl(benzene)cobalt(III) hexafluorophosphate; potassium carbonate; silver carbonate In 2-methyltetrahydrofuran at 100℃; for 16h; Inert atmosphere; Sealed tube; Overall yield = 7 percent; | A 9% B n/a C 12% |
Conditions | Yield |
---|---|
With 1H-tetrazole In dichloromethane; acetonitrile at 20℃; for 2h; |
ivacaftor
2-(diethylamino)acetic acid
[5-[(4-oxo-1H-quinolin-3-yl)carbonylamino]-2,4-ditert-butyl-phenyl] 2-diethylaminoacetate
Conditions | Yield |
---|---|
Stage #1: ivacaftor; 2-(diethylamino)acetic acid With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane at 20℃; for 72h; Stage #2: With trifluoroacetic acid In water; dimethyl sulfoxide; acetonitrile Reverse phase HPLC; Stage #3: With sodium hydrogencarbonate In dichloromethane; water |
ivacaftor
isopropyl alcohol
Conditions | Yield |
---|---|
at -5℃; |
Conditions | Yield |
---|---|
at 5 - 100℃; |
2-Methylbutanoic acid
ivacaftor
ivacaftor 2-methylbutyric acid solvate
Conditions | Yield |
---|---|
at -5 - 110℃; |
ivacaftor
propylene glycol
N-(2,4-di-tert-butyl-5-hydroxyphenyl)-1,4-dihydro-4-oxoquinoline-3-carboxamide propylene glycol solvate
Conditions | Yield |
---|---|
at -5 - 100℃; for 24h; Product distribution / selectivity; |
ivacaftor
ethanol
Conditions | Yield |
---|---|
at -5 - 80℃; |
ivacaftor
potassium acetate
Conditions | Yield |
---|---|
In PVP at 85℃; Product distribution / selectivity; | |
In ethyl acetate; PVP at 20 - 80℃; Product distribution / selectivity; | |
In ethyl acetate at 20 - 80℃; Product distribution / selectivity; |
ivacaftor
LACTIC ACID
N-[2,4-bis(1,1-dimethylethyl)-5-hydroxyphenyl]-1,4-dihydro-4-oxoquinoline-3-carboxamide.lactic acid
Conditions | Yield |
---|---|
In acetonitrile |
ivacaftor
propionic acid
Conditions | Yield |
---|---|
at -5 - 65℃; |
ivacaftor
N-[2,4-bis(1,1-dimethylethyl)-5-hydroxyphenyl]-1,4-dihydro-4-oxoquinoline-3-carboxamide.H2O
Conditions | Yield |
---|---|
With water at 20℃; for 2h; |
ivacaftor
benzenesulfonic acid
N-[2,4-bis(1,1-dimethylethyl)-5-hydroxyphenyl]-1,4-dihydro-4-oxoquinoline-3-carboxamide.besylate
Conditions | Yield |
---|---|
In Isopropyl acetate at 20 - 32.5℃; for 23 - 24h; Product distribution / selectivity; | |
In toluene at 82.5 - 87.5℃; for 18h; Product distribution / selectivity; | |
In acetonitrile at 60℃; for 3h; Product distribution / selectivity; | |
In 2-methyltetrahydrofuran; Isopropyl acetate Product distribution / selectivity; Heating / reflux; |
ivacaftor
benzenesulfonic acid
Conditions | Yield |
---|---|
With water In Isopropyl acetate at 20℃; for 18h; Product distribution / selectivity; |
ivacaftor
A
N-(2-(tert-butyl)-5-hydroxy-4-(1-hydroxy-2-methylpropan-2-yl)phenyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide
B
2-(5-tert-butyl-2-hydroxy-4-(4-oxo-1,4-dihydroquinoline-3-carboxamido)phenyl)-2-methylpropanoic acid
Conditions | Yield |
---|---|
With Streptomyces rimosus (DSM 40260) In N,N-dimethyl-formamide at 30℃; for 24h; pH=7.0; potassium phosphate buffer; Enzymatic reaction; | |
With Streptomyces rimosus (DSM 40260) In N,N-dimethyl-formamide at 30℃; for 24h; pH=7.0; Enzymatic reaction; Aqueous phosphate buffer; |
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