LIDE 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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DayangChem exported this product to many countries and regions at best price. If you are looking for the material's manufacturer or supplier in China, DayangChem is your best choice. Pls contact with us freely for getting detailed product spe
Cas:106685-40-9
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inquiryItems Standard Result Appearance White to almost white powder White crystal Identification
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inquiryAbout our Adapalene powder Adapalene is a third-generation topical retinoid primarily used in the treatment of mild-moderate acne, and is also used off-label to treat keratosis pilaris as well as other skin conditions. It is effective against
hebei yanxi chemical 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 research and developm
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inquiryUnique advantages of Adapalene Cas 106685-40-9 Guaranteed purity High quality & competitive price Quality control Fast feedback Prompt shipment Appearance:White to off-white crystalline powder Storage:Cool dry place Package:100g,1
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inquirySpecifications 1.High purity 2.Good Quality 3.Best Service Appearance:powder Storage:dry environment Package:25kg/drum or as your needs Application:Anti-Allergic Agents Transportation:by sea or by air Port:China main port
Purity 99% with competitive price Fast delivery Prompt shipment Appearance:White or off white power Storage:Store in cool dry place Application:Pharmaceutical intermediates Port:Shanghai, Nanjing
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inquiryhigh quality Appearance:White or off-white Solid Storage:Sealed, dry, microtherm , avoid light and smell. Package:According to the demand of customer Application:Organic synthesis Transportation:by air or by sea Port:shanghai
The 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
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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
Name:Adapalene The alias:Adapalene CAS NO:106685-40-9 Molecular formula:C28H28O3 Molecular weight:412.5201 Product Quality 12 years of chemical raw materials Mature operation of the industry System stability Data storage Security withou
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inquiryProduct Name: Adapalene Synonyms: ADAPALENE;6-[3-(1-ADAMANTYL)-4-METHOXYPHENYL]-2-NAPHTHALENE CARBOXYLIC ACID;6-[3-(1-ADAMANTYL)-4-METHOXYPHENYL]-2-NAPHTHOIC ACID;6-[3-(1-adamantyl)-4-methoxy-phenyl]naphthalene-2-carboxylic acid;Adapalen;6-(4-Meth
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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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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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inquiryroduct Name Adapalene Structural formula CAS No. 106685-40-9 Appearance: White to offwhite Crystal Content: ≥99.0% Solubility: Microsolubility In THF Ash: ≤0.2% Loss on drying: ≤0.5% Heavy
1. Guaranteed purity; 2. Large quantity in stock; 3. Largest manufacturer; 4. Best service after shipment with email; 5. High quality & competitive price; Appearance:White powder Storage:Store in sealed containers at cool & dr
Cas:106685-40-9
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inquiry1,In No Less five years exporting experience. 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Onchem specialized in APIs, chemical intermediate
Cas:106685-40-9
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inquiryWe are the manufacturers and suppliers of API in China, and warehouse in Germany and USA of California, which can quickly and safely deliver to your address 1.High quality and competitive price. 2.Free sample for your evaluation. 3.Promptly delivery
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inquiryAdapalene CAS: 106685-40-9 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
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Cas:106685-40-9
Min.Order:1 Kilogram
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inquiry1.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
Cas:106685-40-9
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inquiryCompany information: Hebei Mojin Biotechnology Co., Ltd, Our company is a professional in chemical raw materials and chemical reagents research and development production enterprises. Our business covers more than 30 countries, most of the big custo
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inquiry1. Timely and efficient service to ensure communication with customers 2. Produce products of different specifications and sizes according to your requirements. 3. Quality procedures and standards recognized by SGS. Advanced plant equipment ensures
adapalene
Conditions | Yield |
---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 22h; | 100% |
3-(1-adamantyl)-4-methoxyphenylboronic acid
6-bromo-2-naphthoic acid
adapalene
Conditions | Yield |
---|---|
Stage #1: 3-(1-adamantyl)-4-methoxyphenylboronic acid; 6-bromo-2-naphthoic acid With potassium carbonate; palladium 10% on activated carbon In tetrahydrofuran; water for 8h; Heating / reflux; Stage #2: With hydrogenchloride; water In tetrahydrofuran for 1h; Product distribution / selectivity; | 99% |
Stage #1: 3-(1-adamantyl)-4-methoxyphenylboronic acid; 6-bromo-2-naphthoic acid With potassium hydroxide; 5%-palladium/activated carbon In tetrahydrofuran; water at 55℃; for 2h; Heating / reflux; Stage #2: With hydrogenchloride; water In tetrahydrofuran at 20℃; pH=6 - 7; Product distribution / selectivity; | 99% |
Stage #1: 3-(1-adamantyl)-4-methoxyphenylboronic acid; 6-bromo-2-naphthoic acid With potassium carbonate; palladium diacetate; CyJohnPhos In tetrahydrofuran; water for 2 - 4h; Suzuki Coupling; Heating / reflux; Stage #2: With hydrogenchloride; water In tetrahydrofuran for 1h; Product distribution / selectivity; | 94.8% |
6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
adapalene
Conditions | Yield |
---|---|
Stage #1: 6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester With ethylene glycol; sodium hydroxide Stage #2: With hydrogenchloride In water Product distribution / selectivity; | 97% |
Stage #1: 6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester With ethylene glycol; sodium hydroxide Stage #2: With hydrogenchloride In water Product distribution / selectivity; | 96% |
With water; sodium hydroxide In propylene glycol | 89% |
adapalene
Conditions | Yield |
---|---|
With acetic acid In tetrahydrofuran; water at 60 - 70℃; Heating / reflux; | 95% |
With hydrogenchloride In water pH=3 - 4; Product distribution / selectivity; | 80% |
(6-(3-(adamantan-1-yl)-4-methoxyphenyl)naphthalen-2-yl)methanol
adapalene
Conditions | Yield |
---|---|
With 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate In dichloromethane at 20℃; for 24h; | 94% |
Conditions | Yield |
---|---|
With potassium fluoride; propylene glycol; chloro-[2-(9-phenyl-1,10-phenanthrolin-2-yl)phenyl]palladium In dichloromethane at 100℃; for 12h; Inert atmosphere; | 93% |
adapalene
Conditions | Yield |
---|---|
With hydrogenchloride In methanol; water at 40℃; for 1.5h; | 89.29% |
With hydrogenchloride In 1,4-dioxane; methanol; water | |
With hydrogenchloride In water Product distribution / selectivity; |
ethyl 6 (3-adamantyl-4-methoxyphenyl)-2-naphthoate
adapalene
Conditions | Yield |
---|---|
Stage #1: ethyl 6 (3-adamantyl-4-methoxyphenyl)-2-naphthoate With sodium hydroxide In tetrahydrofuran; ethanol at 20℃; Stage #2: With hydrogenchloride In tetrahydrofuran; ethanol for 1h; Reflux; | 70% |
carbon dioxide
adapalene
Conditions | Yield |
---|---|
Stage #1: 6-[3-(1-adamantyl)-4-methoxyphenyl]-2-bromonaphthalene With tert.-butyl lithium; sodium hydride In tetrahydrofuran; pentane at -60 - 20℃; for 0.666667h; Stage #2: carbon dioxide In tetrahydrofuran; pentane at -60 - 20℃; for 1.5h; Stage #3: With hydrogenchloride; water In tetrahydrofuran; pentane for 0.166667h; Product distribution / selectivity; | 41% |
Stage #1: 6-[3-(1-adamantyl)-4-methoxyphenyl]-2-bromonaphthalene With n-butyllithium; sodium hydride In tetrahydrofuran; hexane at -40 - 20℃; for 0.666667h; Stage #2: carbon dioxide In tetrahydrofuran; hexane at -40 - 20℃; for 1.5h; Stage #3: With hydrogenchloride; water In tetrahydrofuran; hexane for 0.166667h; Product distribution / selectivity; | 30% |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 86 percent / conc. H2SO4 / CH2Cl2 / 8 h / Ambient temperature 2: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, 20 deg C, 2 h 3: 1.) Mg, I2, 2.) ZnCl2, 3.) NiCl2*1,2-bis(diphenylphosphino)ethane 4: 81 percent / 2 N NaOH / methanol / 8 h / Heating View Scheme |
1-adamanthanol
adapalene
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 86 percent / conc. H2SO4 / CH2Cl2 / 8 h / Ambient temperature 2: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, 20 deg C, 2 h 3: 1.) Mg, I2, 2.) ZnCl2, 3.) NiCl2*1,2-bis(diphenylphosphino)ethane 4: 81 percent / 2 N NaOH / methanol / 8 h / Heating View Scheme | |
Multi-step reaction with 5 steps 1: sulfuric acid; acetic acid / 48 h / 20 °C 2: potassium carbonate / acetone / 8 h / Reflux 3: magnesium / tetrahydrofuran / 1 h / 40 °C 4: bis-triphenylphosphine-palladium(II) chloride; zinc(II) chloride / 0.75 h / 55 °C 5: sodium hydroxide / methanol / 8 h / Reflux View Scheme | |
Multi-step reaction with 5 steps 1.1: sulfuric acid; acetic acid / 4.17 h / 20 - 70 °C 2.1: potassium carbonate / acetone / 4.25 - 6.25 h / 20 °C / Heating / reflux 3.1: magnesium; ethylene dibromide / tetrahydrofuran / 0.5 h / 20 - 40 °C / Heating / reflux 3.2: 1.25 h / Heating / reflux 3.3: 2.17 h 4.1: sodium hydroxide; water / tetrahydrofuran; 1,4-dioxane / 6 h / 90 °C / Heating / reflux 5.1: hydrogenchloride / water / pH 3 - 4 View Scheme | |
Multi-step reaction with 5 steps 1.1: sulfuric acid; acetic acid / 4.17 h / 20 - 70 °C 2.1: potassium carbonate / acetone / 4.25 - 6.25 h / 20 °C / Heating / reflux 3.1: magnesium; ethylene dibromide / tetrahydrofuran / 0.5 h / 20 - 40 °C / Heating / reflux 3.2: 1.25 h / Heating / reflux 3.3: 2.17 h 4.1: potassium hydroxide; water / 1,4-dioxane / 2.25 - 4.25 h / Heating / reflux 5.1: hydrogenchloride / water View Scheme |
2-(1-adamantyl)-4-bromophenol
adapalene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, 20 deg C, 2 h 2: 1.) Mg, I2, 2.) ZnCl2, 3.) NiCl2*1,2-bis(diphenylphosphino)ethane 3: 81 percent / 2 N NaOH / methanol / 8 h / Heating View Scheme | |
Multi-step reaction with 4 steps 1: potassium carbonate / acetone / 8 h / Reflux 2: magnesium / tetrahydrofuran / 1 h / 40 °C 3: bis-triphenylphosphine-palladium(II) chloride; zinc(II) chloride / 0.75 h / 55 °C 4: sodium hydroxide / methanol / 8 h / Reflux View Scheme | |
Multi-step reaction with 3 steps 1.1: bis(pinacol)diborane; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate / 1,4-dioxane / 100 °C 1.2: 80 - 100 °C 2.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C 2.2: 1.5 h / 20 °C 3.1: sodium hydroxide / methanol / 8 h / Reflux View Scheme | |
Multi-step reaction with 4 steps 1.1: potassium carbonate / acetone / 4.25 - 6.25 h / 20 °C / Heating / reflux 2.1: magnesium; ethylene dibromide / tetrahydrofuran / 0.5 h / 20 - 40 °C / Heating / reflux 2.2: 1.25 h / Heating / reflux 2.3: 2.17 h 3.1: sodium hydroxide; water / tetrahydrofuran; 1,4-dioxane / 6 h / 90 °C / Heating / reflux 4.1: hydrogenchloride / water / pH 3 - 4 View Scheme | |
Multi-step reaction with 4 steps 1.1: potassium carbonate / acetone / 4.25 - 6.25 h / 20 °C / Heating / reflux 2.1: magnesium; ethylene dibromide / tetrahydrofuran / 0.5 h / 20 - 40 °C / Heating / reflux 2.2: 1.25 h / Heating / reflux 2.3: 2.17 h 3.1: potassium hydroxide; water / 1,4-dioxane / 2.25 - 4.25 h / Heating / reflux 4.1: hydrogenchloride / water View Scheme |
2-(1-adamantyl)-4-bromoanisole
adapalene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1.) Mg, I2, 2.) ZnCl2, 3.) NiCl2*1,2-bis(diphenylphosphino)ethane 2: 81 percent / 2 N NaOH / methanol / 8 h / Heating View Scheme | |
Multi-step reaction with 3 steps 1: magnesium / tetrahydrofuran / 1 h / 40 °C 2: bis-triphenylphosphine-palladium(II) chloride; zinc(II) chloride / 0.75 h / 55 °C 3: sodium hydroxide / methanol / 8 h / Reflux View Scheme | |
Multi-step reaction with 3 steps 1: n-butyllithium 2: 21 h / Flow reactor 3: sodium hydroxide; water / propylene glycol View Scheme |
methyl 6-bromo-2-naphthoate
adapalene
Conditions | Yield |
---|---|
Stage #1: 3-adamantyl-4-methoxyphenyl potassium trifluoroborate; methyl 6-bromo-2-naphthoate With potassium hydroxide; 5%-palladium/activated carbon In tetrahydrofuran; water for 10.25h; Suzuki Miyaura coupling; Heating / reflux; Stage #2: With hydrogenchloride; water |
3-(1-adamantyl)-4-methoxyphenylboronic acid
methyl 6-bromo-2-naphthoate
adapalene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 2: sodium hydroxide / methanol / 8 h / Reflux View Scheme |
3-(1-adamantyl)-4-methoxybenzene magnesium bromide
adapalene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: bis-triphenylphosphine-palladium(II) chloride; zinc(II) chloride / 0.75 h / 55 °C 2: sodium hydroxide / methanol / 8 h / Reflux View Scheme |
adapalene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: sulfuric acid / toluene / 12 h / 78 °C / Inert atmosphere 2.1: sulfuric acid / chloroform / 20 °C 3.1: sodium hydroxide / tetrahydrofuran; ethanol / 20 °C 3.2: 1 h / Reflux View Scheme |
ethyl 6-(4-methoxyphenyl)-2-naphthoate
adapalene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: sulfuric acid / chloroform / 20 °C 2.1: sodium hydroxide / tetrahydrofuran; ethanol / 20 °C 2.2: 1 h / Reflux View Scheme |
4-bromo-phenol
adapalene
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: sulfuric acid; acetic acid / 48 h / 20 °C 2: potassium carbonate / acetone / 8 h / Reflux 3: magnesium / tetrahydrofuran / 1 h / 40 °C 4: bis-triphenylphosphine-palladium(II) chloride; zinc(II) chloride / 0.75 h / 55 °C 5: sodium hydroxide / methanol / 8 h / Reflux View Scheme | |
Multi-step reaction with 5 steps 1.1: sulfuric acid; acetic acid / 4.17 h / 20 - 70 °C 2.1: potassium carbonate / acetone / 4.25 - 6.25 h / 20 °C / Heating / reflux 3.1: magnesium; ethylene dibromide / tetrahydrofuran / 0.5 h / 20 - 40 °C / Heating / reflux 3.2: 1.25 h / Heating / reflux 3.3: 2.17 h 4.1: sodium hydroxide; water / tetrahydrofuran; 1,4-dioxane / 6 h / 90 °C / Heating / reflux 5.1: hydrogenchloride / water / pH 3 - 4 View Scheme | |
Multi-step reaction with 5 steps 1.1: sulfuric acid; acetic acid / 4.17 h / 20 - 70 °C 2.1: potassium carbonate / acetone / 4.25 - 6.25 h / 20 °C / Heating / reflux 3.1: magnesium; ethylene dibromide / tetrahydrofuran / 0.5 h / 20 - 40 °C / Heating / reflux 3.2: 1.25 h / Heating / reflux 3.3: 2.17 h 4.1: potassium hydroxide; water / 1,4-dioxane / 2.25 - 4.25 h / Heating / reflux 5.1: hydrogenchloride / water View Scheme |
6-bromo-2-naphthoic acid
adapalene
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: palladium 10% on activated carbon; sodium carbonate / methanol; water / 78 °C / Inert atmosphere 2.1: sulfuric acid / toluene / 12 h / 78 °C / Inert atmosphere 3.1: sulfuric acid / chloroform / 20 °C 4.1: sodium hydroxide / tetrahydrofuran; ethanol / 20 °C 4.2: 1 h / Reflux View Scheme |
methyl 6-bromo-2-naphthoate
adapalene
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: potassium hydroxide / methanol / 8 h / 50 °C 2.1: palladium 10% on activated carbon; sodium carbonate / methanol; water / 78 °C / Inert atmosphere 3.1: sulfuric acid / toluene / 12 h / 78 °C / Inert atmosphere 4.1: sulfuric acid / chloroform / 20 °C 5.1: sodium hydroxide / tetrahydrofuran; ethanol / 20 °C 5.2: 1 h / Reflux View Scheme | |
Multi-step reaction with 3 steps 1.1: bis(pinacol)diborane; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate / 1,4-dioxane / 100 °C 1.2: 80 - 100 °C 2.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C 2.2: 1.5 h / 20 °C 3.1: sodium hydroxide / methanol / 8 h / Reflux View Scheme |
Conditions | Yield |
---|---|
In glycerol | |
In glycerol | |
In glycerol |
6-(3-adamantan-1-yl-4-hydroxyphenyl)naphthalene-2-carboxylic acid methyl ester
adapalene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C 1.2: 1.5 h / 20 °C 2.1: sodium hydroxide / methanol / 8 h / Reflux View Scheme |
adapalene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: potassium phosphate tribasic trihydrate; bis(triphenylphosphine)nickel(II) chloride; 1-n-butyl-3-methylimidazolim bromide / toluene / 6 h / 110 °C / Inert atmosphere 2: sulfuric acid / chloroform / 20 °C 3: sodium hydroxide / tetrahydrofuran; water / 6 h / Reflux View Scheme |
4-methoxyphenylboronic acid
adapalene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: potassium phosphate tribasic trihydrate; bis(triphenylphosphine)nickel(II) chloride; 1-n-butyl-3-methylimidazolim bromide / toluene / 6 h / 110 °C / Inert atmosphere 2: sulfuric acid / chloroform / 20 °C 3: sodium hydroxide / tetrahydrofuran; water / 6 h / Reflux View Scheme |
ethanamine hydrochloride
adapalene
ethylamide of 6-[3-(1-adamantyl)-4-methoxyphenyl]2-naphthoic acid
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; | 100% |
adapalene
(6-(3-(adamantan-1-yl)-4-methoxyphenyl)naphthalen-2-yl)methanol
Conditions | Yield |
---|---|
Stage #1: adapalene With borane-THF In tetrahydrofuran at 0 - 20℃; for 3h; Stage #2: With water In tetrahydrofuran | 98% |
With borane-THF In tetrahydrofuran at 0 - 20℃; for 3h; | 98% |
With lithium aluminium tetrahydride In diethyl ether at 0 - 20℃; for 2h; | 79% |
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 12h; Inert atmosphere; |
adapalene
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; Inert atmosphere; | 98% |
adapalene
Conditions | Yield |
---|---|
With dmap; trifluoromethyl trifluoromethanesulfonate In dichloromethane at 20℃; for 0.25h; Inert atmosphere; Schlenk technique; | 95% |
5-methyloxazole-2-carboxylic acid ethyl ester
adapalene
Conditions | Yield |
---|---|
With dmap; copper (II)-fluoride; palladium diacetate; 2,2-dimethylpropanoic anhydride; 1,4-di(diphenylphosphino)-butane In 1,4-dioxane at 160℃; for 15h; Schlenk technique; Inert atmosphere; chemoselective reaction; | 92% |
Conditions | Yield |
---|---|
With iron(III) chloride; triphenylphosphine In tetrahydrofuran at 20℃; for 0.5h; chemoselective reaction; | 91% |
N-hydroxyphthalimide
adapalene
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran at 20℃; for 2h; Schlenk technique; Inert atmosphere; | 90% |
With dicyclohexyl-carbodiimide In ethyl acetate at 20℃; for 3h; Inert atmosphere; | 21% |
Conditions | Yield |
---|---|
With dmap; copper (II)-fluoride; palladium diacetate; 2,2-dimethylpropanoic anhydride; 1,4-di(diphenylphosphino)-butane In 1,4-dioxane at 160℃; for 15h; Schlenk technique; Inert atmosphere; chemoselective reaction; | 87% |
1-Methylbenzimidazole
adapalene
Conditions | Yield |
---|---|
With dmap; copper (II)-fluoride; palladium diacetate; 2,2-dimethylpropanoic anhydride; 1,4-di(diphenylphosphino)-butane In 1,4-dioxane at 160℃; for 15h; Schlenk technique; Inert atmosphere; chemoselective reaction; | 85% |
phosphonic acid diethyl ester
adapalene
Conditions | Yield |
---|---|
With palladium diacetate; 2,2-dimethylpropanoic anhydride; triethylamine; 1,4-di(diphenylphosphino)-butane In 1,4-dioxane at 160℃; for 15h; Inert atmosphere; Schlenk technique; | 83% |
With di-tert-butyl dicarbonate; N,N-dimethyl-cyclohexanamine; 1,3-bis-(diphenylphosphino)propane; palladium diacetate In 1,4-dioxane at 130℃; for 18h; Schlenk technique; Inert atmosphere; Glovebox; | 72% |
With di-tert-butyl dicarbonate; N,N-dimethyl-cyclohexanamine; 1,3-bis-(diphenylphosphino)propane; palladium diacetate In 1,4-dioxane for 18h; Inert atmosphere; Schlenk technique; Heating; | 72% |
1-methyl-1H-imidazole
adapalene
Conditions | Yield |
---|---|
With dmap; copper (II)-fluoride; palladium diacetate; 2,2-dimethylpropanoic anhydride; 1,4-di(diphenylphosphino)-butane In 1,4-dioxane at 160℃; for 15h; Schlenk technique; Inert atmosphere; chemoselective reaction; | 81% |
N,N-Dimethylacrylamide
adapalene
Conditions | Yield |
---|---|
With palladium(II) trifluoroacetate; 2,2-dimethylpropanoic anhydride; bis[2-(diphenylphosphino)phenyl] ether; sodium chloride In tetrahydrofuran at 150℃; for 10h; Heck Reaction; Schlenk technique; Inert atmosphere; | 80% |
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 3h; Inert atmosphere; | 79.3% |
adapalene
diazomethyl-trimethyl-silane
6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
Conditions | Yield |
---|---|
In tetrahydrofuran; methanol at 0 - 20℃; for 1h; | 79% |
adapalene
Conditions | Yield |
---|---|
With dmap; copper diacetate In dimethyl sulfoxide at 100℃; for 6h; Schlenk technique; Sealed tube; Inert atmosphere; | 77% |
N-(2-methylbenzoyl)-8-aminoquinoline
adapalene
Conditions | Yield |
---|---|
With potassium phosphate; chloro(1,5-cyclooctadiene)rhodium(I) dimer; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; fluoro-N,N,N′,N′-bis(tetramethylene)formamidinium hexafluorophosphate In 1,4-dioxane at 140℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique; Molecular sieve; | 76% |
adapalene
Conditions | Yield |
---|---|
With dipotassium hydrogenphosphate; [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; 2,4,6-Triisopropylthiophenol; water-d2; triphenylphosphine In dichloromethane at 20℃; for 36h; Inert atmosphere; Irradiation; Schlenk technique; Sealed tube; | 73% |
With dipotassium hydrogenphosphate; [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; 2,4,6-Triisopropylthiophenol; water-d2; triphenylphosphine In dichloromethane at 20℃; for 36h; Irradiation; Inert atmosphere; Sealed tube; | 73% |
Diphenylphosphine oxide
adapalene
Conditions | Yield |
---|---|
With di-tert-butyl dicarbonate; N,N-dimethyl-cyclohexanamine; 1,3-bis-(diphenylphosphino)propane; palladium diacetate In 1,4-dioxane at 115℃; for 18h; Schlenk technique; Inert atmosphere; Glovebox; | 68% |
With di-tert-butyl dicarbonate; N,N-dimethyl-cyclohexanamine; 1,3-bis-(diphenylphosphino)propane; palladium diacetate In 1,4-dioxane at 115℃; for 18h; Inert atmosphere; Schlenk technique; | 68% |
2-phenyl-1,3,4-oxadiazole
adapalene
Conditions | Yield |
---|---|
With dmap; copper (II)-fluoride; palladium diacetate; 2,2-dimethylpropanoic anhydride; 1,4-di(diphenylphosphino)-butane In 1,4-dioxane at 160℃; for 15h; Schlenk technique; Inert atmosphere; chemoselective reaction; | 68% |
3,3,3-trifluoro-2-phenylpropene
adapalene
Conditions | Yield |
---|---|
With [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; sodium hydrogencarbonate; triphenylphosphine In N,N-dimethyl-formamide at 20℃; for 48h; Molecular sieve; Inert atmosphere; Sealed tube; Irradiation; | 67% |
adapalene
carbonic acid 1,1-dimethyl-3-phenyl-prop-2-ynyl ester methyl ester
Conditions | Yield |
---|---|
With potassium phosphate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 In N,N-dimethyl acetamide at 110℃; regiospecific reaction; | 51% |
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