Rucaparib CAS No.:283173-50-2 Name: Rucaparib phosphate Synonyms: Rucaparib, AG 014699, 8-Fluoro-1,3,4,5-tetrahydro-2-[4-[(methylamino)methyl]phenyl]-6H-pyrrolo[4,3,2-ef][2]benzazepin-6-one Molecular Structure: M
Cas:283173-50-2
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inquiryShanghai 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
Cas:283173-50-2
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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
Cas:283173-50-2
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inquiryRucaparib Basic information Description Application Mechanism of action Product Name: Rucaparib Synonyms: 8-FLUOR-2-{4-[(METHYLAMINO)METHYL]FENYL}-1,3,4,5-TETRAHYDRO-6HAZEPINO[5,4,3-CD]INDOOL-6-ON;8-fluoro-2-(4-((methylamino)methyl)phenyl)-4,5-
Our Advantage Rich Experience Our products are sold all over Europe,North&South America, Sino-East, Asia and pacific area as well as Africa,we establish long term. Quality service Company cooperates with research institutes. We strictly con
Cas:283173-50-2
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Type:Trading Company
inquiryHenan Tianfu Chemical Co., Ltd. is located in Zhengzhou High-tech Development Zone with import and export license. We passed ISO 9001:2008 in 2009, and won "High-tech Enterprise" by provincial government in 2013.The objective of the com
Cas:283173-50-2
Min.Order:1 Gram
FOB Price: $1000.0
Type:Lab/Research institutions
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
Cas:283173-50-2
Min.Order:1 Kilogram
FOB Price: $139.0 / 210.0
Type:Trading Company
inquiryUSDMF EDMF are all available! Hangzhou Huarong Pharm Co., Ltd. established since 2009 , has been always focusing on supplying products and services to our clients in the field of small molecule drug. Huarong Pharm has built platforms for the re
Cas:283173-50-2
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inquiryRucaparib CAS:283173-50-2 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
Cas:283173-50-2
Min.Order:1 Gram
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inquiryAdvantage : LIDE PHARMACEUTICALS LTD. is a mid-small manufacturing-type enterprise, engaged in pharmaceutical intermediates of R&D, custom-made and production, and also involving trading chemicals for export. We have established the R&
Cas:283173-50-2
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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
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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:283173-50-2
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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
Cas:283173-50-2
Min.Order:1 Gram
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inquiryA substitute for perfluorooctanoic acid, mainly used as a surfactant, dispersant, additive, etc Appearance:White solid or Colorless liquid Purity:99.3 % We will ship the goods in a timely manner as required We can provide relevant documents acc
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:283173-50-2
Min.Order:10 Gram
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inquiryProduct name: Rucaparib CAS No.:283173-50-2 Molecule Formula:C19H18FN3O Molecule Weight:N/A Purity: 99.0% Package: 25kg/drum Description:White powder Manufacture Standards:Enterprise Standard TESTING ITEMS SPECIFI
Cas:283173-50-2
Min.Order:1 Kilogram
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Type:Lab/Research institutions
inquiryProduct 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:283173-50-2
Min.Order:1 Gram
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Type:Lab/Research institutions
inquiryGMP standard, high purity, competitive price, in stock 1. Quick Response: within 6 hours after receiving your email. 2. Quality Guarantee: All products are strictly tested by our QC, confirmed by QA, and approved by a third-party lab in China, USA,
Rucaparib Basic information Description Application Mechanism of action Product Name: Rucaparib Synonyms: 8-FLUOR-2-{4-[(METHYLAMINO)METHYL]FENYL}-1,3,4,5-TETRAHYDRO-6HAZEPINO[5,4,3-CD]INDOOL-6-ON;8-fluoro-2-(4-((methylamino)methyl)phenyl)-4,5-
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
Cas:283173-50-2
Min.Order:1 Gram
Negotiable
Type:Lab/Research institutions
inquiryProduct Name: 8-FLUOR-2-{4-[(METHYLAMINO)METHYL]FENYL}-1,3,4,5-TETRAHYDRO-6HAZEPINO[5,4,3-CD]INDOOL-6-ON Synonyms: 8-Fluoro-1,3,4,5-tetrahydro-2-[4-[(methylamino)methyl]phenyl]-6H-pyrrolo[4,3,2-ef][2]benzazepin-6-one;8-Fluoro-2-[4-[(methylamino)m
Cas:283173-50-2
Min.Order:100 Gram
Negotiable
Type:Trading Company
inquiryWe are specialized in custom synthesis, chemical/pharmaceutical/ pesticides outsourcing and contract research. We are committed to provide excellence in researching, manufacturing and drug discovery process. Our rese
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:Active Pharmaceutical I
Cas:283173-50-2
Min.Order:0
Negotiable
Type:Lab/Research institutions
inquiryhigh purity,in stock Package:25kg/drum,or as per customers'demand Application:API,or Intermediates,fine chemicals Transportation:air,sea,courier
Acmec is a leading manufacturer and supplier of biochemical reagents and life science products. We have over 40,000 items in stock (real-time inventory) and offer discounted prices to registered members of the online store ( www.acmec.com.cn ) Appea
Cas:283173-50-2
Min.Order:1 bottle
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Type:Lab/Research institutions
inquiryhigh quality Storage:Sealed, dry, microtherm , avoid light and smell. Package:According to the demand of customer Application:Organic synthesis Transportation:by air or by sea
Cas:283173-50-2
Min.Order:0
Negotiable
Type:Manufacturers
inquiryShanghai Finebiotech Co.,Ltd.was established in 2020, which providing professional chemical services. As a customer-oriented company, we have distinguished ourself from others in providing worldwide customers with cost-effective and efficient service
TAIHO Unique Advantages:1.We're factory2.Free samples available3.Commodity inspection can be done4.ISO9001,Kosher certifications5.10 years experiences Storage:Store in cool &dry place Package:aluminium foil bag/fiber can/plastic drum Application:comp
KONING PHARMCHEM CO., LTD. has committed itself to a strategy of providing a unique service for companies involved in the manufacture of pharmaceuticals, healthcare products, food, cosmetics and other fine chemicals. Our products including but not li
Ansciep Chemical is a professional enterprise manufacturing and distributing fine chemicals and speciality chemicals. We have been dedicated to heterocycle compounds and phenyl rings for tens of years. This is our mature product for export. Our quali
Cas:283173-50-2
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Type:Lab/Research institutions
inquiryRucaparib
Conditions | Yield |
---|---|
Stage #1: C19H16FN3O With sodium tetrahydroborate In ethanol for 1h; Stage #2: With sodium hydroxide In water at 10℃; for 2h; | 90.83% |
With palladium 10% on activated carbon; hydrogen for 12h; Reagent/catalyst; | 84% |
Multi-step reaction with 2 steps 1.1: sodium tetrahydroborate / methanol; tetrahydrofuran / 3 h / 0 - 20 °C / Large scale 1.2: 1 h / Large scale 1.3: 18 h / Large scale 2.1: sodium hydroxide / methanol; water; tetrahydrofuran / 18 h / 20 °C / Large scale View Scheme | |
Multi-step reaction with 2 steps 1.1: sodium tetrahydroborate; methanol / tetrahydrofuran / 2 h / 0 - 20 °C 1.2: 2 h 2.1: sodium hydroxide / water; methanol / 12 h / 0 - 5 °C View Scheme |
[4-(8-fluoro-6-oxo-3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd]indol-2-yl)-benzyl]-methyl-carbamic acid methyl ester
Rucaparib
Conditions | Yield |
---|---|
With hydrogen bromide; acetic acid at 20℃; for 12h; | 89.7% |
Stage #1: [4-(8-fluoro-6-oxo-3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd]indol-2-yl)-benzyl]-methyl-carbamic acid methyl ester With hydrogen bromide; acetic acid at 20℃; for 46h; Stage #2: With sodium hydroxide In water at 0 - 35℃; pH=10; | 88% |
Rucaparib
Conditions | Yield |
---|---|
With trifluoroacetic acid at 100℃; for 24h; Sealed tube; | 88% |
Rucaparib
Conditions | Yield |
---|---|
With diphenylether; trifluoroacetic acid at 100℃; for 24h; | 88% |
Rucaparib
Conditions | Yield |
---|---|
With palladium on activated charcoal; hydrogen In ethanol; ethyl acetate at 20℃; for 2h; | 87.4% |
Rucaparib
Conditions | Yield |
---|---|
With palladium on activated charcoal; hydrogen In tetrahydrofuran; ethanol at 20℃; for 2h; | 86.8% |
8-fluoro-2-((4-methylaminomethyl)phenyl)-1,3,4,5-tetrahydro-azepino[5,4,3-cd]indol-6-one hydrochloride
Rucaparib
Conditions | Yield |
---|---|
With sodium hydroxide In tetrahydrofuran; methanol; water at 20℃; for 18h; Large scale; | 84% |
4-(8-fluoro-6-oxo-3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd] indol-2-yl)-benzaldehyde
methylamine
Rucaparib
Conditions | Yield |
---|---|
Stage #1: 4-(8-fluoro-6-oxo-3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd] indol-2-yl)-benzaldehyde; methylamine In methanol at 20℃; for 2h; Stage #2: With sodium tetrahydroborate In tetrahydrofuran; methanol at 0 - 20℃; | 66% |
4-(8-fluoro-6-oxo-3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd] indol-2-yl)-benzaldehyde
2-phenyl-3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd]indol-6-one
Rucaparib
Conditions | Yield |
---|---|
With methylamine |
4-(8-fluoro-6-oxo-3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd] indol-2-yl)-benzaldehyde
Rucaparib
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: hydrogenchloride; sodium cyanoborohydride / methanol; water; tetrahydrofuran; ethanol / Large scale 2: sodium hydroxide / methanol; water; tetrahydrofuran / 18 h / 20 °C / Large scale View Scheme | |
Multi-step reaction with 3 steps 1.1: methanol; tetrahydrofuran; ethanol / 2 h / Large scale 2.1: sodium tetrahydroborate / methanol; tetrahydrofuran / 3 h / 0 - 20 °C / Large scale 2.2: 1 h / Large scale 2.3: 18 h / Large scale 3.1: sodium hydroxide / methanol; water; tetrahydrofuran / 18 h / 20 °C / Large scale View Scheme | |
Multi-step reaction with 3 steps 1.1: methanol; tetrahydrofuran / 2 h / 0 - 20 °C 2.1: sodium tetrahydroborate; methanol / tetrahydrofuran / 2 h / 0 - 20 °C 2.2: 2 h 3.1: sodium hydroxide / water; methanol / 12 h / 0 - 5 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: toluene-4-sulfonic acid / ethanol / 2 h / 10 °C 2.1: sodium tetrahydroborate / ethanol / 1 h 2.2: 2 h / 10 °C View Scheme |
3-(2-(phthalimido)ethyl)-6-fluoro-1H-indole-4-carboxylic acid methyl ester
Rucaparib
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: methylamine / water / 17 h / 20 °C / Large scale 2.1: pyridinium hydrobromide perbromide / tetrahydrofuran; dichloromethane / 1 h / 0 - 5 °C / Large scale 3.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / N,N-dimethyl acetamide / 2 h / 20 - 95 °C / Large scale 3.2: 9 h / 20 °C / Large scale 4.1: hydrogenchloride; sodium cyanoborohydride / methanol; water; tetrahydrofuran; ethanol / Large scale 5.1: sodium hydroxide / methanol; water; tetrahydrofuran / 18 h / 20 °C / Large scale View Scheme | |
Multi-step reaction with 6 steps 1.1: methylamine / water / 17 h / 20 °C / Large scale 2.1: pyridinium hydrobromide perbromide / tetrahydrofuran; dichloromethane / 1 h / 0 - 5 °C / Large scale 3.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / N,N-dimethyl acetamide / 2 h / 20 - 95 °C / Large scale 3.2: 9 h / 20 °C / Large scale 4.1: methanol; tetrahydrofuran; ethanol / 2 h / Large scale 5.1: sodium tetrahydroborate / methanol; tetrahydrofuran / 3 h / 0 - 20 °C / Large scale 5.2: 1 h / Large scale 5.3: 18 h / Large scale 6.1: sodium hydroxide / methanol; water; tetrahydrofuran / 18 h / 20 °C / Large scale View Scheme | |
Multi-step reaction with 5 steps 1.1: methylamine / water / 24 h / 0 - 20 °C 2.1: pyridinium hydrobromide perbromide; sodium carbonate / dichloromethane; tetrahydrofuran / 1 h / 10 - 20 °C 3.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl acetamide / 1 h / 20 - 95 °C / Inert atmosphere 3.2: 2 h / 20 - 98 °C / Inert atmosphere 4.1: tetrahydrofuran; methanol; ethanol / 12 h / 25 - 33 °C 5.1: palladium 10% on activated carbon; hydrogen / 12 h View Scheme |
6-fluoro-3,10-diazatricyclo[6.4.1.04,13]trideca-1,4(13),5,7-tetraen-9-one
Rucaparib
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: pyridinium hydrobromide perbromide / tetrahydrofuran; dichloromethane / 1 h / 0 - 5 °C / Large scale 2.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / N,N-dimethyl acetamide / 2 h / 20 - 95 °C / Large scale 2.2: 9 h / 20 °C / Large scale 3.1: hydrogenchloride; sodium cyanoborohydride / methanol; water; tetrahydrofuran; ethanol / Large scale 4.1: sodium hydroxide / methanol; water; tetrahydrofuran / 18 h / 20 °C / Large scale View Scheme | |
Multi-step reaction with 5 steps 1.1: pyridinium hydrobromide perbromide / tetrahydrofuran; dichloromethane / 1 h / 0 - 5 °C / Large scale 2.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / N,N-dimethyl acetamide / 2 h / 20 - 95 °C / Large scale 2.2: 9 h / 20 °C / Large scale 3.1: methanol; tetrahydrofuran; ethanol / 2 h / Large scale 4.1: sodium tetrahydroborate / methanol; tetrahydrofuran / 3 h / 0 - 20 °C / Large scale 4.2: 1 h / Large scale 4.3: 18 h / Large scale 5.1: sodium hydroxide / methanol; water; tetrahydrofuran / 18 h / 20 °C / Large scale View Scheme | |
Multi-step reaction with 3 steps 1.1: Pyr·HBr3 / tetrahydrofuran; dichloromethane / 2 h / 0 - 20 °C 2.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / 1,4-dioxane / 12 h / 90 °C 3.1: methanol / 2 h / 20 °C 3.2: 0 - 20 °C View Scheme |
2-bromo-8-fluoro-1,3,4,5-tetrahydro-6H-pyrrolo[4,3,2-ef][2]benzazepin-6-one
Rucaparib
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / N,N-dimethyl acetamide / 2 h / 20 - 95 °C / Large scale 1.2: 9 h / 20 °C / Large scale 2.1: hydrogenchloride; sodium cyanoborohydride / methanol; water; tetrahydrofuran; ethanol / Large scale 3.1: sodium hydroxide / methanol; water; tetrahydrofuran / 18 h / 20 °C / Large scale View Scheme | |
Multi-step reaction with 4 steps 1.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / N,N-dimethyl acetamide / 2 h / 20 - 95 °C / Large scale 1.2: 9 h / 20 °C / Large scale 2.1: methanol; tetrahydrofuran; ethanol / 2 h / Large scale 3.1: sodium tetrahydroborate / methanol; tetrahydrofuran / 3 h / 0 - 20 °C / Large scale 3.2: 1 h / Large scale 3.3: 18 h / Large scale 4.1: sodium hydroxide / methanol; water; tetrahydrofuran / 18 h / 20 °C / Large scale View Scheme | |
Multi-step reaction with 2 steps 1.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / 1,4-dioxane / 12 h / 90 °C 2.1: methanol / 2 h / 20 °C 2.2: 0 - 20 °C View Scheme |
Rucaparib
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: aluminum (III) chloride; chloroacetyl chloride / 2 h / 20 °C 2.1: hydroxylamine hydrochloride; sodium acetate / tetrahydrofuran; methanol; water / 2 h / 50 °C 3.1: thionyl chloride / 1,4-dioxane / 6 h / 70 °C 4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; water / tetrahydrofuran / 24 h / 20 °C 5.1: Pyr·HBr3 / tetrahydrofuran; dichloromethane / 2 h / 0 - 20 °C 6.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / 1,4-dioxane / 12 h / 90 °C 7.1: methanol / 2 h / 20 °C 7.2: 0 - 20 °C View Scheme |
Rucaparib
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: hydroxylamine hydrochloride; sodium acetate / tetrahydrofuran; methanol; water / 2 h / 50 °C 2.1: thionyl chloride / 1,4-dioxane / 6 h / 70 °C 3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; water / tetrahydrofuran / 24 h / 20 °C 4.1: Pyr·HBr3 / tetrahydrofuran; dichloromethane / 2 h / 0 - 20 °C 5.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / 1,4-dioxane / 12 h / 90 °C 6.1: methanol / 2 h / 20 °C 6.2: 0 - 20 °C View Scheme |
6-fluoro-1H-indole
Rucaparib
Conditions | Yield |
---|---|
Multi-step reaction with 10 steps 1.1: acetic anhydride; acetic acid / 48 h / 50 °C 2.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C 2.2: 1 h 3.1: thionyl chloride / 1,2-dichloro-ethane / 1 h / 20 °C 4.1: aluminum (III) chloride; chloroacetyl chloride / 2 h / 20 °C 5.1: hydroxylamine hydrochloride; sodium acetate / tetrahydrofuran; methanol; water / 2 h / 50 °C 6.1: thionyl chloride / 1,4-dioxane / 6 h / 70 °C 7.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; water / tetrahydrofuran / 24 h / 20 °C 8.1: Pyr·HBr3 / tetrahydrofuran; dichloromethane / 2 h / 0 - 20 °C 9.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / 1,4-dioxane / 12 h / 90 °C 10.1: methanol / 2 h / 20 °C 10.2: 0 - 20 °C View Scheme |
Rucaparib
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: thionyl chloride / 1,4-dioxane / 6 h / 70 °C 2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; water / tetrahydrofuran / 24 h / 20 °C 3.1: Pyr·HBr3 / tetrahydrofuran; dichloromethane / 2 h / 0 - 20 °C 4.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / 1,4-dioxane / 12 h / 90 °C 5.1: methanol / 2 h / 20 °C 5.2: 0 - 20 °C View Scheme |
Rucaparib
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; water / tetrahydrofuran / 24 h / 20 °C 2.1: Pyr·HBr3 / tetrahydrofuran; dichloromethane / 2 h / 0 - 20 °C 3.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / 1,4-dioxane / 12 h / 90 °C 4.1: methanol / 2 h / 20 °C 4.2: 0 - 20 °C View Scheme |
6-Fluoroindole-3-propionic acid
Rucaparib
Conditions | Yield |
---|---|
Multi-step reaction with 9 steps 1.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C 1.2: 1 h 2.1: thionyl chloride / 1,2-dichloro-ethane / 1 h / 20 °C 3.1: aluminum (III) chloride; chloroacetyl chloride / 2 h / 20 °C 4.1: hydroxylamine hydrochloride; sodium acetate / tetrahydrofuran; methanol; water / 2 h / 50 °C 5.1: thionyl chloride / 1,4-dioxane / 6 h / 70 °C 6.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; water / tetrahydrofuran / 24 h / 20 °C 7.1: Pyr·HBr3 / tetrahydrofuran; dichloromethane / 2 h / 0 - 20 °C 8.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / 1,4-dioxane / 12 h / 90 °C 9.1: methanol / 2 h / 20 °C 9.2: 0 - 20 °C View Scheme |
Rucaparib
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1.1: thionyl chloride / 1,2-dichloro-ethane / 1 h / 20 °C 2.1: aluminum (III) chloride; chloroacetyl chloride / 2 h / 20 °C 3.1: hydroxylamine hydrochloride; sodium acetate / tetrahydrofuran; methanol; water / 2 h / 50 °C 4.1: thionyl chloride / 1,4-dioxane / 6 h / 70 °C 5.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; water / tetrahydrofuran / 24 h / 20 °C 6.1: Pyr·HBr3 / tetrahydrofuran; dichloromethane / 2 h / 0 - 20 °C 7.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / 1,4-dioxane / 12 h / 90 °C 8.1: methanol / 2 h / 20 °C 8.2: 0 - 20 °C View Scheme |
4-formylphenylboronic acid,
Rucaparib
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: ethanol / 0 - 20 °C 2: hydrogen / ethanol / 5 h / 40 °C / 3750.38 Torr / Autoclave 3: bis(acetato)bis(triphenylphosphine)palladium(0); sodium carbonate / methanol; water / 4 h / 60 °C / Inert atmosphere View Scheme |
Rucaparib
Conditions | Yield |
---|---|
With sodium hydroxide In water; acetone at 30℃; for 1.5h; |
Rucaparib
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: hydrogen / ethanol / 5 h / 40 °C / 3750.38 Torr / Autoclave 2: bis(acetato)bis(triphenylphosphine)palladium(0); sodium carbonate / methanol; water / 4 h / 60 °C / Inert atmosphere View Scheme |
2-bromo-8-fluoro-1,3,4,5-tetrahydro-6H-pyrrolo[4,3,2-ef][2]benzazepin-6-one
(4-((methylamino)methyl)phenyl)boronic acid
Rucaparib
Conditions | Yield |
---|---|
With bis(acetato)bis(triphenylphosphine)palladium(0); sodium carbonate In methanol; water at 60℃; for 4h; Reagent/catalyst; Inert atmosphere; | 6.82 g |
ADDQNPWRAYLDLLFPTDTLLLDLLWC{[(2R)-1-({[(4-{6-fluoro-9-oxo-3,10-diazatricyclo[6.4.1.04,13]trideca-1,4,6,8(13)-tetraen-2-yl}phenyl)methyl](methyl)carbamoyl}oxy)propan-2-yl]sulfanyl}G
Rucaparib
Conditions | Yield |
---|---|
With GLUTATHIONE In aq. buffer at 37℃; |
Rucaparib
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: triethylamine / dichloromethane / 18.22 h / 0 - 20 °C 2: trifluoroacetic acid; trifluorormethanesulfonic acid / water / 18 h / 20 °C 3: boron trifluoride diethyl etherate; acetic acid / 18 h / 90 °C / Inert atmosphere 4: hydrazine / ethanol; tetrahydrofuran / 9 h / 110 °C 5: 5%-palladium/activated carbon; hydrogen; hydrogenchloride / water; methanol / 18 h / 20 °C View Scheme |
Rucaparib
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: trifluoroacetic acid; trifluorormethanesulfonic acid / water / 18 h / 20 °C 2: boron trifluoride diethyl etherate; acetic acid / 18 h / 90 °C / Inert atmosphere 3: hydrazine / ethanol; tetrahydrofuran / 9 h / 110 °C 4: 5%-palladium/activated carbon; hydrogen; hydrogenchloride / water; methanol / 18 h / 20 °C View Scheme |
Rucaparib
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: boron trifluoride diethyl etherate; acetic acid / 18 h / 90 °C / Inert atmosphere 2: hydrazine / ethanol; tetrahydrofuran / 9 h / 110 °C 3: 5%-palladium/activated carbon; hydrogen; hydrogenchloride / water; methanol / 18 h / 20 °C View Scheme |
Rucaparib
Conditions | Yield |
---|---|
With hydrogenchloride; 5%-palladium/activated carbon; hydrogen In methanol; water at 20℃; for 18h; | 734 mg |
N-methyl-4-bromobenzylamine
Rucaparib
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: copper(l) iodide; caesium carbonate / 1,4-dioxane / 1.25 h / Inert atmosphere 1.2: 19 h / 80 °C / Inert atmosphere 2.1: triethylamine / dichloromethane / 18.22 h / 0 - 20 °C 3.1: trifluoroacetic acid; trifluorormethanesulfonic acid / water / 18 h / 20 °C 4.1: boron trifluoride diethyl etherate; acetic acid / 18 h / 90 °C / Inert atmosphere 5.1: hydrazine / ethanol; tetrahydrofuran / 9 h / 110 °C 6.1: 5%-palladium/activated carbon; hydrogen; hydrogenchloride / water; methanol / 18 h / 20 °C View Scheme |
Rucaparib
methanesulfonic acid
8-fluoro-2-(4-methylaminomethylphenyl)-1,3,4,5-tetrahydroazepino[5,4,3-cd]indol-6-one mesylate
Conditions | Yield |
---|---|
In methanol | 97% |
In tetrahydrofuran; acetone at 50℃; Solvent; |
Rucaparib
maleic acid
Conditions | Yield |
---|---|
In isopropyl alcohol Product distribution / selectivity; | 97% |
Rucaparib
[(1S)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid
Conditions | Yield |
---|---|
In water; isopropyl alcohol at 70℃; for 1h; | 95% |
In methanol; water at 0 - 40℃; for 29h; Reflux; | 81% |
Rucaparib
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride In dichloromethane at 0 - 23℃; for 2h; | 90% |
Rucaparib
(1S)-10-camphorsulfonic acid
Conditions | Yield |
---|---|
In methanol at 60 - 65℃; for 0.5h; | 89.86% |
In tetrahydrofuran; water for 0.833333h; Product distribution / selectivity; Reflux; | |
for 2.5h; | |
In 1,4-dioxane; water at 30℃; for 12h; Time; |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 23℃; for 0.5h; | 89% |
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride In dichloromethane at 23℃; for 1h; Inert atmosphere; | 74% |
Conditions | Yield |
---|---|
Stage #1: Rucaparib; methyl 4-formylbutanoate With sodium tris(acetoxy)borohydride In dichloromethane at 23℃; for 1h; Inert atmosphere; Stage #2: With water; lithium hydroxide In tetrahydrofuran at 23℃; for 2h; | 54% |
Conditions | Yield |
---|---|
With pentamethylcyclopentadienyl(benzene)cobalt(III) hexafluorophosphate; potassium carbonate; silver carbonate In 2-methyltetrahydrofuran at 100℃; for 16h; Inert atmosphere; Sealed tube; | 39% |
methanol
Rucaparib
Conditions | Yield |
---|---|
Stage #1: methanol; Rucaparib for 0.166667h; Stage #2: With phosphoric acid In methanol at 20℃; for 0.5h; |
Conditions | Yield |
---|---|
In water; isopropyl alcohol at 70℃; for 0.166667h; Product distribution / selectivity; |
Conditions | Yield |
---|---|
In water; isopropyl alcohol at 70℃; for 0.166667h; |
Rucaparib
(R)-10-camphorsulfonic acid
Conditions | Yield |
---|---|
In water; isopropyl alcohol at 70℃; for 0.166667h; | |
In ethanol at 75 - 85℃; for 3h; Solvent; Temperature; | 0.25 g |
Conditions | Yield |
---|---|
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 16h; |
Conditions | Yield |
---|---|
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 16h; |
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