Product description: Product name 5-Bromo-2-chloro-4-(cyclopentylamino)pyrimidine CAS number 733039-20-8 Assay ≥99% Appearance White powder Capacity 200mt/year Application Pa
Cas:733039-20-8
Min.Order:10 Gram
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inquiryWe can provide GMP validation service that complies with SFDA, FDA, WHO and EU EMPA.Excellent registration team could help us easlily to register our products in different countries.If you and your customer are interested in some products or need CMO
Cas:733039-20-8
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inquiry5-Bromo-2-chloro-4-(cyclopentylamino)pyrimidine CAS No.:733039-20-8 Name: 5-Bromo-2-chloro-4-(cyclopentylamino)pyrimidine Synonyms: N-(5-Bromo-2-chloropyrimidin-4-yl)(cyclopentyl)amine Molecular Structure Mole
Cas:733039-20-8
Min.Order:1 Kilogram
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Type:Other
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
Cas:733039-20-8
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Min.Order:1 Metric Ton
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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 ap
Cas:733039-20-8
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inquiry1. made in GMP plant, commerially 2. Normal Stock: 500kgs 3. Audit accepted. Related documents are available to offer and audited by many clients, such as Lupin, MSN, Dr reddy etc 4. Chromatographic Purity (HPLC): not less than 99.0% 5. Chi
Cas:733039-20-8
Min.Order:1 Kilogram
FOB Price: $100.0
Type:Manufacturers
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:733039-20-8
Min.Order:1 Kilogram
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Min.Order:5 Kiloliter
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Type:Manufacturers
inquiryAbout Product Technical Details 5-broMo-2-chloro-N-cyclopent
Cas:733039-20-8
Min.Order:1 Kilogram
FOB Price: $1.0 / 3.0
Type:Lab/Research institutions
inquiryTianfu Chemical, built in 2009, is a professional supplier for API materials in China. With 10 years development, we have bulit our own factory and lab to produce a certain of products. And we have established stable business relationships with ma
Cas:733039-20-8
Min.Order:1 Kilogram
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inquiryWith 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
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Min.Order:1 Kilogram
FOB Price: $3.0 / 10.0
Type:Trading Company
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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Min.Order:1 Kilogram
FOB Price: $139.0 / 210.0
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Cas:733039-20-8
Min.Order:10 Kilogram
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Type:Trading Company
inquiry5-broMo-2-chloro-N-cyclopentylpyriMidin-4-aMine CAS:733039-20-8 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing
Cas:733039-20-8
Min.Order:1 Gram
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Type:Lab/Research institutions
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&
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Min.Order:0
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inquiry5-Bromo-2-chloro-4-(cyclopentylamino)pyrimidine CAS: 733039-20-8 Specification Product name 5-Bromo-2-chloro-4-(cyclopentylamino)pyrimidine CAS number 733039-20-8 Assay ≥99% Appearance White po
Cas:733039-20-8
Min.Order:1 Kilogram
Negotiable
Type:Other
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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inquiry1,we produce and sell good chemicals around the world. 2,our success rate is about 95%. this means, if customer order is accepted, the probability that the customer will obtain the ordered substances, is 95%. 3,our staff consists of highly qualifie
Cas:733039-20-8
Min.Order:1 Kilogram
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Type:Lab/Research institutions
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
Cas:733039-20-8
Min.Order:0 Metric Ton
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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
Cas:733039-20-8
Min.Order:1 Kilogram
FOB Price: $1000.0
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
Cas:733039-20-8
Min.Order:1 Gram
Negotiable
Type:Lab/Research institutions
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
Cas:733039-20-8
Min.Order:4 Kilogram
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Type:Lab/Research institutions
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Min.Order:0
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Type:Lab/Research institutions
inquiry733039-20-8--5-broMo-2-chloro-N-cyclopentylpyriMidin-4-aMine Appearance:White Powder Storage:Room temperature Package:according to customers' requirements Application:Pharmaceutical intermediates,API Transportation:By air(EMS or EUB or FedEx or TNT
Cas:733039-20-8
Min.Order:1 Gram
Negotiable
Type:Other
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
Cas:733039-20-8
Min.Order:10 Gram
FOB Price: $100.0
Type:Lab/Research institutions
inquiryProduct name: 5-Bromo-2-Chloro-4-(Cyclopentylamino)pyrimidine CAS No.: 733039-20-8 Molecule Formula:C9H11BrClN3 Molecule Weight:276.56 Purity: 99.0% Package: 25kg/drum Description:White powder Manufacture Standards:Enterprise Standard
Cas:733039-20-8
Min.Order:1 Kilogram
Negotiable
Type:Trading Company
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:733039-20-8
Min.Order:1 Gram
Negotiable
Type:Lab/Research institutions
inquiryProduct Name:5-broMo-2-chloro-N-cyclopentylpyriMidin-4-aMine CAS:733039-20-8 Molecular Formula:C9H11BrClN3 Molecular Weight:276.56074 Purity:99% Appearance:White powder Storage: Room Temperature Package: 25kg/drum or 20kg/bag Applica
Cas:733039-20-8
Min.Order:5 Metric Ton
FOB Price: $1.0 / 2.0
Type:Other
inquiryConditions | Yield |
---|---|
In 1,4-dioxane at 20℃; for 6h; | 100% |
With N-ethyl-N,N-diisopropylamine In 1,4-dioxane at 20℃; for 6h; Inert atmosphere; | 100% |
With sodium hydrogencarbonate In dichloromethane at 20℃; for 13h; Reagent/catalyst; Solvent; | 97.5% |
cyclopentyl chloride
4-amino-5-bromo-2-chloropyrimidine
5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine
Conditions | Yield |
---|---|
With triethylamine In methanol at 20℃; | 92.74% |
With copper diacetate; sodium hydroxide In dichloromethane at 80℃; for 10h; | 77% |
Cyclopentyl bromide
4-amino-5-bromo-2-chloropyrimidine
5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine
Conditions | Yield |
---|---|
With copper(II) trifluoroacetate; sodium hydroxide In 1,4-dioxane at 80℃; for 6h; Reagent/catalyst; Solvent; Temperature; | 90% |
2,4-dichloro-5-bromopyrimidine
Cyclopentamine
A
5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0) In 1,4-dioxane at 20℃; Reagent/catalyst; |
2-butenoic acid
5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine
2-chloro-5-methyl-8-cyclopentylpyridin[2,3-d]pyrimidin-8-hydro-7-one
Conditions | Yield |
---|---|
With triethylamine; palladium dichloride In 1-methyl-pyrrolidin-2-one at 20 - 75℃; for 6h; Temperature; Solvent; Reagent/catalyst; Inert atmosphere; | 94.8% |
Stage #1: 5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine With triethylamine; palladium dichloride In tetrahydrofuran at 60℃; for 5h; Stage #2: 2-butenoic acid In tetrahydrofuran for 2h; Temperature; Reagent/catalyst; Solvent; | 89.08% |
Stage #1: 2-butenoic acid; 5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine With bis(benzonitrile)palladium(II) dichloride; N-ethyl-N,N-diisopropylamine; tris-(o-tolyl)phosphine In tetrahydrofuran at 75℃; for 20h; Heck Reaction; Inert atmosphere; Stage #2: In acetic anhydride at 75℃; for 2h; Temperature; Reagent/catalyst; Solvent; | 80% |
With triethylamine; palladium dichloride In 1-methyl-pyrrolidin-2-one at 75℃; for 6h; Temperature; Inert atmosphere; |
tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate
5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine
tert-butyl 4-(6-{[5-bromo-4-(cyclopentylamino)pyrimidin-2-yl]amino}pyridin-3-yl)piperazine-1-carboxylate
Conditions | Yield |
---|---|
Stage #1: 5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine With potassium carbonate In dichloromethane at 60℃; for 0.5h; Stage #2: tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate In dichloromethane at 20 - 60℃; for 1h; | 85% |
Stage #1: tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate; 5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine In xylene; butan-1-ol at 100 - 140℃; Stage #2: With sodium hydroxide In water; ethyl acetate; xylene; butan-1-ol |
5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine
prop-1-yne
Conditions | Yield |
---|---|
With triphenylphosphine; palladium dichloride In N,N-dimethyl-formamide at 50℃; for 20h; Reagent/catalyst; Solvent; Temperature; | 85% |
5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine
methyl iodide
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran for 1.5h; | 84% |
5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine
(E)-but-2-enoic acid
2-chloro-5-methyl-8-cyclopentylpyridin[2,3-d]pyrimidin-8-hydro-7-one
Conditions | Yield |
---|---|
Stage #1: 5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine; (E)-but-2-enoic acid With palladium diacetate; triethylamine In 1-methyl-pyrrolidin-2-one at 65℃; Inert atmosphere; Stage #2: With acetic anhydride In 1-methyl-pyrrolidin-2-one at 65℃; Inert atmosphere; | 81% |
Stage #1: 5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine; (E)-but-2-enoic acid With N-ethyl-N,N-diisopropylamine; palladium(II) chloride benzonitrile complex; tris-(o-tolyl)phosphine In tetrahydrofuran at 70℃; for 16h; Stage #2: With acetic anhydride In tetrahydrofuran for 1.5h; | 68% |
5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine
propargyl alcohol
3-(2-chloro-4-(cyclopentylamino)pyrimidin-5-yl)prop-2-yn-1-ol
Conditions | Yield |
---|---|
Stage #1: 5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine With copper(l) iodide; palladium on activated charcoal; N-ethyl-N,N-diisopropylamine; bis[2-(diphenylphosphino)phenyl] ether In tetrahydrofuran at 20℃; for 0.166667h; Inert atmosphere; Stage #2: propargyl alcohol In tetrahydrofuran for 5.5h; Reflux; Stage #3: With bis[2-(diphenylphosphino)phenyl] ether for 4h; Reflux; | 74.5% |
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; N-butylamine In tetrahydrofuran at 29℃; for 20h; Sonogashira Cross-Coupling; Inert atmosphere; Reflux; | 62% |
Stage #1: 5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine; propargyl alcohol With tetrabutyl ammonium fluoride; bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran; water at 25 - 67℃; for 2h; Inert atmosphere; Stage #2: With sodium hydrogencarbonate In ethyl acetate | 47.4% |
5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine
N,N-dimethyl-formamide
Conditions | Yield |
---|---|
Stage #1: 5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine With isopropylmagnesium chloride In tetrahydrofuran at 0 - 5℃; Inert atmosphere; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at 20℃; Inert atmosphere; | 74% |
Conditions | Yield |
---|---|
With copper(l) iodide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; nickel dichloride In ethanol at 65℃; for 8h; Inert atmosphere; | 73.1% |
5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine
propynoic acid ethyl ester
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In acetonitrile at 0 - 60℃; Inert atmosphere; | 73% |
5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine
N,N-dimethylpropynamide
2-chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid dimethylamide
Conditions | Yield |
---|---|
With N,N'-Diphenyloxamid; potassium carbonate; copper(l) chloride In dimethyl sulfoxide at 90 - 100℃; for 12h; Reagent/catalyst; | 73% |
With N,N,N,N,-tetramethylethylenediamine; potassium carbonate; copper(l) chloride In dimethyl sulfoxide at 90 - 100℃; for 12h; Reagent/catalyst; | 71% |
5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine
sodium thiomethoxide
5‑bromo‑N‑cyclopentyl‑2‑(methylthio)pyrimidin‑4‑amine
Conditions | Yield |
---|---|
In dimethyl sulfoxide | 72% |
5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine
(2-tert-butoxy-2-oxoethyl)zinc(II) bromide
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene In tetrahydrofuran; 1,4-dioxane at 20℃; for 1h; Inert atmosphere; | 67% |
With tris-(dibenzylideneacetone)dipalladium(0); monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene In tetrahydrofuran; 1,4-dioxane at 20℃; for 1h; Inert atmosphere; | 67% |
5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine
5-bromo-N4-cyclopentylpyrimidine-2,4-diamine
Conditions | Yield |
---|---|
With ammonia In water; isopropyl alcohol at 120℃; for 22h; | 66% |
With ammonium hydroxide In isopropyl alcohol at 120℃; for 22h; Sealed tube; Inert atmosphere; | 66% |
5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine
hydroxy-1-propyne
3-(2-chloro-4-(cyclopentylamino)pyrimidin-5-yl)prop-2-yn-1-ol
Conditions | Yield |
---|---|
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; tetrabutyl ammonium fluoride In tetrahydrofuran at 70℃; for 5h; | 65.9% |
5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine
4-amino-N-(1-methylpiperidin-4-yl)benzamide
Conditions | Yield |
---|---|
With hydrogenchloride In water; isopropyl alcohol at 80℃; for 18h; | 63% |
5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine
Propiolaldehyde diethyl acetal
[2-chloro-5-(3,3-diethoxy-prop-1-ynyl)-pyrimidin-4-yl]-cyclopentyl amine
Conditions | Yield |
---|---|
Stage #1: 5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine; Propiolaldehyde diethyl acetal With triethylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In tetrahydrofuran at 20℃; for 0.166667h; Inert atmosphere; Stage #2: copper(l) iodide In tetrahydrofuran at 60℃; for 48h; Product distribution / selectivity; Inert atmosphere; | 54% |
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; Sonogashira coupling; | 41% |
5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine
trimethylsilylacetylene
2-chloro-N-cyclopentyl-5-((trimethylsilyl)ethynyl)pyrimidin -4-amine
Conditions | Yield |
---|---|
With 1-methyl-pyrrolidin-2-one; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 50℃; for 8h; Inert atmosphere; | 53.1% |
5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine
4-(5-aminopyridin-2-yl)piperazine-1-carboxylic acid tert-butyl ester
4-[5-(5-BROMO-4-CYCLOPENTYLAMINOPYRIMIDIN-2-YLAMINO)-PYNIDIN-2-YL]-PIPERAZINE-1-CARBOXYLIC acid tert-butyl ester
Conditions | Yield |
---|---|
With sodium t-butanolate In toluene at 115℃; for 48h; | 45% |
5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine
4-amino-3-methoxy-N-(1-methylpiperidin-4-yl)benzamide
Conditions | Yield |
---|---|
With hydrogenchloride In water; isopropyl alcohol at 80℃; for 18h; | 31% |
5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine
Methyl 2-butynoate
2-chloro-7-cyclopentyl-5-methyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid methyl ester
Conditions | Yield |
---|---|
With potassium carbonate; lithium chloride; palladium diacetate In N,N-dimethyl-formamide at 120℃; for 5h; | 25% |
5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine
Pent-3-yn-2-ol
1-(2-Chloro-7-cyclopentyl-5-methyl-7H-pyrrolo[2,3-d]pyrimidin-6-yl)-ethanol
Conditions | Yield |
---|---|
With potassium acetate; lithium chloride; palladium diacetate In N,N-dimethyl-formamide at 120℃; for 5h; | 14.8% |
5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine
2-chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid dimethylamide
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: tetrabutyl ammonium fluoride / bis-triphenylphosphine-palladium(II) chloride / water; tetrahydrofuran / 2 h / 25 - 67 °C / Inert atmosphere 2: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.67 h / 25 - 60 °C / Inert atmosphere 3: sodium cyanide / N,N-dimethyl-formamide; tetrahydrofuran / 4.25 h / 17 - 23 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 4 steps 1: 1,4-diaza-bicyclo[2.2.2]octane; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / acetonitrile / 0 - 60 °C / Inert atmosphere 2: copper(l) chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 85 - 90 °C / Inert atmosphere 3: sodium hydroxide / methanol; water / 10 - 25 °C 4: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide; tetrahydrofuran / 0 - 25 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: triphenylphosphine; palladium dichloride / N,N-dimethyl-formamide / 20 h / 50 °C 2.1: tetrabutyl ammonium fluoride / ethanol / 16 h / 60 °C 3.1: N-Bromosuccinimide / 1,2-dichloro-ethane / 3 h / 20 °C / Sealed tube 3.2: 24 h / 100 °C / Sealed tube View Scheme |
5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine
(7-cyclopentyl-Ν,Ν-dimethyl-2-[(5-piperazin-1-ylpyridin-2-yl)amino]pyrrolo [2,3-d]pyrimidine-6-carboxamide)
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: tetrabutyl ammonium fluoride / bis-triphenylphosphine-palladium(II) chloride / water; tetrahydrofuran / 2 h / 25 - 67 °C / Inert atmosphere 2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.67 h / 25 - 60 °C / Inert atmosphere 3.1: sodium cyanide / N,N-dimethyl-formamide; tetrahydrofuran / 4.25 h / 17 - 23 °C / Inert atmosphere 4.1: caesium carbonate / palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / 4-methyl-2-pentanone / 3.25 h / 37 - 103 °C / Inert atmosphere 5.1: hydrogenchloride; water / toluene / 1.08 h / 9 - 28 °C / Inert atmosphere 5.2: Si-thiol functionalized silica gel / 6 h / 30 - 53 °C / pH 2.9 - 3.5 View Scheme | |
Multi-step reaction with 5 steps 1.1: triphenylphosphine; palladium dichloride / N,N-dimethyl-formamide / 20 h / 50 °C 2.1: tetrabutyl ammonium fluoride / ethanol / 16 h / 60 °C 3.1: N-Bromosuccinimide / 1,2-dichloro-ethane / 3 h / 20 °C / Sealed tube 3.2: 24 h / 100 °C / Sealed tube 4.1: potassium carbonate / dichloromethane / 0.5 h / 60 °C 4.2: 1 h / 60 °C 5.1: phosphoric acid / dichloromethane View Scheme | |
Multi-step reaction with 5 steps 1.1: isopropylmagnesium chloride / tetrahydrofuran / 0 - 5 °C / Inert atmosphere 1.2: 20 °C / Inert atmosphere 2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 45 - 50 °C 3.1: potassium tert-butylate / N,N-dimethyl-formamide / 0 - 30 °C 4.1: sodium t-butanolate; [(2-di-cyclohexylphosphino-3,6-dimethoxy-2’,4’,6’-triisopropyl-1,1‘-biphenyl)-2-(2‘-amino-1,1’-biphenyl)]palladium(II) methanesulfonate / N,N-dimethyl acetamide / 0 - 110 °C / Inert atmosphere 5.1: hydrogenchloride / methanol; water / 10 - 25 °C View Scheme | |
Multi-step reaction with 7 steps 1.1: isopropylmagnesium chloride / tetrahydrofuran / 0 - 5 °C / Inert atmosphere 1.2: 20 °C / Inert atmosphere 2.1: triethylamine / dichloromethane / 45 - 50 °C 3.1: potassium tert-butylate / N,N-dimethyl-formamide / 0 - 30 °C 4.1: sodium hydroxide / methanol; water / 10 - 45 °C 5.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran; N,N-dimethyl-formamide / 0 - 25 °C 6.1: sodium t-butanolate; [(2-di-cyclohexylphosphino-3,6-dimethoxy-2’,4’,6’-triisopropyl-1,1‘-biphenyl)-2-(2‘-amino-1,1’-biphenyl)]palladium(II) methanesulfonate / N,N-dimethyl acetamide / 0 - 110 °C / Inert atmosphere 7.1: hydrogenchloride / methanol; water / 10 - 25 °C View Scheme | |
Multi-step reaction with 7 steps 1.1: isopropylmagnesium chloride / tetrahydrofuran / 0 - 5 °C / Inert atmosphere 1.2: 20 °C / Inert atmosphere 2.1: triethylamine / dichloromethane / 45 - 50 °C 3.1: potassium tert-butylate / N,N-dimethyl-formamide / 0 - 30 °C 4.1: caesium carbonate; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / 1,4-dioxane / 0 - 110 °C / Inert atmosphere 5.1: lithium hydroxide monohydrate / methanol; water / 10 - 45 °C 6.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran; N,N-dimethyl-formamide / 0 - 30 °C 7.1: hydrogenchloride / methanol; water / 10 - 25 °C View Scheme |
5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine
(2-chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-6-yl)methanol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: tetrabutyl ammonium fluoride / bis-triphenylphosphine-palladium(II) chloride / water; tetrahydrofuran / 2 h / 25 - 67 °C / Inert atmosphere 2: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.67 h / 25 - 60 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1: N-butylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / tetrahydrofuran / 20 h / 29 °C / Inert atmosphere; Reflux 2: trifluoroacetic acid / tetrahydrofuran / 12 h / 29 - 60 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; tetrabutyl ammonium fluoride / tetrahydrofuran / 5 h / 70 °C 2: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 70 °C View Scheme |
5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine
N,N‐dimethyl‐7‐cyclopentyl‐2‐{[5‐(4-tert-butoxycarbonylpiperazin‐1‐yl)pyridin‐2‐yl]amino}‐7H‐pyrrolo[2,3‐d]pyrimidine‐6‐carboxamide
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: tetrabutyl ammonium fluoride / bis-triphenylphosphine-palladium(II) chloride / water; tetrahydrofuran / 2 h / 25 - 67 °C / Inert atmosphere 2: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.67 h / 25 - 60 °C / Inert atmosphere 3: sodium cyanide / N,N-dimethyl-formamide; tetrahydrofuran / 4.25 h / 17 - 23 °C / Inert atmosphere 4: caesium carbonate / palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / 4-methyl-2-pentanone / 3.25 h / 37 - 103 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 4 steps 1.1: triphenylphosphine; palladium dichloride / N,N-dimethyl-formamide / 20 h / 50 °C 2.1: tetrabutyl ammonium fluoride / ethanol / 16 h / 60 °C 3.1: N-Bromosuccinimide / 1,2-dichloro-ethane / 3 h / 20 °C / Sealed tube 3.2: 24 h / 100 °C / Sealed tube 4.1: potassium carbonate / dichloromethane / 0.5 h / 60 °C 4.2: 1 h / 60 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: isopropylmagnesium chloride / tetrahydrofuran / 0 - 5 °C / Inert atmosphere 1.2: 20 °C / Inert atmosphere 2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 45 - 50 °C 3.1: potassium tert-butylate / N,N-dimethyl-formamide / 0 - 30 °C 4.1: sodium t-butanolate; [(2-di-cyclohexylphosphino-3,6-dimethoxy-2’,4’,6’-triisopropyl-1,1‘-biphenyl)-2-(2‘-amino-1,1’-biphenyl)]palladium(II) methanesulfonate / N,N-dimethyl acetamide / 0 - 110 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 6 steps 1.1: isopropylmagnesium chloride / tetrahydrofuran / 0 - 5 °C / Inert atmosphere 1.2: 20 °C / Inert atmosphere 2.1: triethylamine / dichloromethane / 45 - 50 °C 3.1: potassium tert-butylate / N,N-dimethyl-formamide / 0 - 30 °C 4.1: caesium carbonate; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / 1,4-dioxane / 0 - 110 °C / Inert atmosphere 5.1: lithium hydroxide monohydrate / methanol; water / 10 - 45 °C 6.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran; N,N-dimethyl-formamide / 0 - 30 °C View Scheme | |
Multi-step reaction with 6 steps 1.1: isopropylmagnesium chloride / tetrahydrofuran / 0 - 5 °C / Inert atmosphere 1.2: 20 °C / Inert atmosphere 2.1: triethylamine / dichloromethane / 45 - 50 °C 3.1: potassium tert-butylate / N,N-dimethyl-formamide / 0 - 30 °C 4.1: sodium hydroxide / methanol; water / 10 - 45 °C 5.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran; N,N-dimethyl-formamide / 0 - 25 °C 6.1: sodium t-butanolate; [(2-di-cyclohexylphosphino-3,6-dimethoxy-2’,4’,6’-triisopropyl-1,1‘-biphenyl)-2-(2‘-amino-1,1’-biphenyl)]palladium(II) methanesulfonate / N,N-dimethyl acetamide / 0 - 110 °C / Inert atmosphere View Scheme |
5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: tetrabutyl ammonium fluoride / bis-triphenylphosphine-palladium(II) chloride / water; tetrahydrofuran / 2 h / 25 - 67 °C / Inert atmosphere 2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.67 h / 25 - 60 °C / Inert atmosphere 3.1: sodium cyanide / N,N-dimethyl-formamide; tetrahydrofuran / 4.25 h / 17 - 23 °C / Inert atmosphere 4.1: caesium carbonate / palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / 4-methyl-2-pentanone / 3.25 h / 37 - 103 °C / Inert atmosphere 5.1: hydrogenchloride; water / toluene / 1.08 h / 9 - 28 °C / Inert atmosphere 5.2: Si-thiol functionalized silica gel / 6 h / 30 - 53 °C / pH 2.9 - 3.5 6.1: isopropyl alcohol / 27 - 83 °C / Inert atmosphere View Scheme |
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