Cas no. 641571-11-1 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline Nilotinib Intermediates Our products are high quality, good price, quick delivery time and we supply all customers best service in the long-term cooperation as below: 1.
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inquiryWe are Top supplier for below nilotinib intermediates 4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid 641569-94-0 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
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inquiryItems Standard Result Appearance Off-white to brown powder Off-white powder Identification H
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inquiryPurity 99% with good quality Competitive price Fast delivery Appearance:Powder or liquid Storage:Store in cool dry place Package:25 kg/drum Application:Pharmaceutical intermediates Port:Shanghai, Nanjing
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inquiryNilotinib Intermediate 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline[CAS:641571-11-1] HANGZHOU THINK CHEMICAL CO., LTD. (THINKCHEM) is an integrative corporation of trade, research and contract manufacture. With
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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
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inquiry1. Factory price and high quality must be guaranteed, base on 8 years of production and R&D experience2. Free samples will be provided,ensure specifications and quality are right for customer3. Customers will receive the most professional technical s
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inquiryName:3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline CAS:641571-11-1 Grade:For chemical industry, scientific research and export Product Quality 12 years of chemical raw materials Mature operation of the industry System stability Data
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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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inquiryProduct Description Product Name 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline CAS No. 641571-11-1
Cas:641571-11-1
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inquiryAdvantages: Hubei XinRunde Chemical Co., Ltd is a renowned pharmaceutical manufacturer. We can offer high quality products at competitive price in quick delivery with 100% custom pass guaranteed. Never stop striving to offer our best service is
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inquiry3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline CAS: 641571-11-1 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, spe
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inquiryAppearance:almost white powder Storage:Store in a cool,dry place and keep away from direct strong light Package:As customer request Application:Used for research and industrial manufacture. Transportation:Common products:Sea/Air
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inquiry4-methyl-1H-imidazole
[3-bromo-5-(trifluoromethyl)phenyl]amine
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
Conditions | Yield |
---|---|
With copper(l) iodide; (+)-D-glucosamine hydrochloride; caesium carbonate In water; dimethyl sulfoxide at 90℃; for 12h; Temperature; Concentration; | 96.18% |
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0) In toluene; tert-butyl alcohol at 120℃; for 8h; Inert atmosphere; | 91% |
With copper(l) iodide; 1-(5,6,7,8-tetrahydroquinolin-8-yl)ethan-1-one; caesium carbonate In N,N-dimethyl-formamide at 110℃; for 18h; Inert atmosphere; Sealed tube; | 91% |
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
Conditions | Yield |
---|---|
With sodium hydroxide In m-xylene; isopropyl alcohol for 25h; Reflux; | 92.8% |
4-methyl-1-(3-nitro-5-(trifluoromethyl)phenyl)-1H-imidazole
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
Conditions | Yield |
---|---|
With iron(III) chloride; hydrazine hydrate; pyrographite In ethanol at 50 - 60℃; Reagent/catalyst; Temperature; | 91.3% |
With palladium In methanol at 25℃; for 5h; | 86% |
With palladium on activated charcoal; hydrogen In methanol at 25℃; for 5h; | 86% |
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
Conditions | Yield |
---|---|
Stage #1: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzohydrazide With sulfuric acid; sodium nitrite In methanol at 15 - 25℃; for 0.416667h; Stage #2: In methanol at 55 - 75℃; for 0.416667h; Concentration; Reagent/catalyst; Temperature; | 90% |
N-(3-amino-5-(trifluoromethyl)phenyl)acetamide
formaldehyd
2-oxopropanal
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
Conditions | Yield |
---|---|
Stage #1: N-(3-amino-5-(trifluoromethyl)phenyl)acetamide With ammonium chloride In ethanol; acetone at 0 - 20℃; Stage #2: formaldehyd; 2-oxopropanal In ethanol; water; acetone at 65 - 70℃; | 85.4% |
3-(4-methyl-imidazol-1-yl)-5-trifluoromethylbenzoic acid
tert-butyl alcohol
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
Conditions | Yield |
---|---|
Stage #1: 3-(4-methyl-imidazol-1-yl)-5-trifluoromethylbenzoic acid; tert-butyl alcohol With diphenyl phosphoryl azide; triethylamine for 16h; Reflux; Stage #2: With sodium hydroxide In propan-1-ol; para-xylene; water for 30h; Solvent; Reagent/catalyst; Reflux; | 79.5% |
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
Conditions | Yield |
---|---|
With trifluoroacetic acid at 20 - 25℃; for 2h; Reagent/catalyst; Temperature; | 78% |
4-methyl-1H-imidazole
3-iodo-5-trifluoromethylaniline
A
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
Conditions | Yield |
---|---|
With potassium phosphate at 110℃; for 30h; Reagent/catalyst; | A 65.2% B n/a |
4-methyl-1H-imidazole
[3-bromo-5-(trifluoromethyl)phenyl]amine
A
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
Conditions | Yield |
---|---|
With copper(l) iodide; caesium carbonate; rac-diaminocyclohexane In diethylene glycol dimethyl ether at 24℃; for 24h; Reagent/catalyst; Inert atmosphere; | A 64.9% B n/a |
With copper(I) oxide; potassium phosphate; N1,N2-bis(furan-2-ylmethyl)oxalamide In dimethyl sulfoxide at 120℃; for 24h; Overall yield = 89 %; |
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline hydrochloride
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
Conditions | Yield |
---|---|
With potassium hydrogencarbonate In ethanol; water at 0 - 45℃; for 3.5h; Product distribution / selectivity; | 32.8% |
With potassium hydrogencarbonate In methanol; water at 20 - 40℃; for 3h; Product distribution / selectivity; |
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
Conditions | Yield |
---|---|
Stage #1: N-(3-(4-methyl-1H-1-imidazolyl)-5-trifluoromethylbenzene) tert-butoxycarbonylamine With hydrogenchloride In isopropyl alcohol at 60℃; for 5h; Stage #2: With sodium hydrogencarbonate In water; isopropyl alcohol |
4-methyl-1H-imidazole
3-fluoro-5-trifluoromethylaniline
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
Conditions | Yield |
---|---|
Stage #1: 4-methyl-1H-imidazole With sodium hydride In tetrahydrofuran at 20 - 25℃; for 0.25h; Stage #2: 3-fluoro-5-trifluoromethylaniline In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 20 - 165℃; for 22.25h; Product distribution / selectivity; |
1-fluoro-3-(trifluoromethyl)-5-nitrobenzene
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: caesium carbonate / N,N-dimethyl-formamide / 8 h / 80 °C 2: palladium / methanol / 5 h / 25 °C View Scheme | |
Multi-step reaction with 2 steps 1: caesium carbonate / N,N-dimethyl-formamide / 8 h / 80 °C 2: palladium on activated charcoal; hydrogen / methanol / 5 h / 25 °C View Scheme | |
Multi-step reaction with 2 steps 1: caesium carbonate / N,N-dimethyl-formamide / 8 h / 80 °C 2: palladium on activated charcoal; hydrogen / methanol / 5 h / 25 °C View Scheme | |
Multi-step reaction with 2 steps 1: potassium carbonate 2: tin(ll) chloride; hydrogenchloride / water View Scheme |
α,α,α-trifluorotoluene
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: nitric acid; sulfuric acid / 2 h / 40 °C 2: nitric acid; sulfuric acid; bromine / 4 h / 70 °C 3: iron; hydrogenchloride / ethanol / 1.5 h / 40 °C 4: D-glucosamine hydrochloride; copper(l) iodide; caesium carbonate / dimethyl sulfoxide; water / 10 h / 100 °C View Scheme | |
Multi-step reaction with 4 steps 1: nitric acid; sulfuric acid / 8 h / 0 - 20 °C 2: sulfuric acid; bromine / 14 h / 60 - 70 °C / Cooling with ice 3: potassium carbonate; triethylamine; copper(l) iodide; isoquinolin-8-ol / N,N-dimethyl-formamide / 5 h / 100 - 140 °C 4: iron(III) chloride; pyrographite; hydrazine hydrate / ethanol / 50 - 60 °C View Scheme |
3-trifluoromethylnitrobenzene
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: nitric acid; sulfuric acid; bromine / 4 h / 70 °C 2: iron; hydrogenchloride / ethanol / 1.5 h / 40 °C 3: D-glucosamine hydrochloride; copper(l) iodide; caesium carbonate / dimethyl sulfoxide; water / 10 h / 100 °C View Scheme | |
Multi-step reaction with 3 steps 1: sulfuric acid; bromine / 14 h / 60 - 70 °C / Cooling with ice 2: potassium carbonate; triethylamine; copper(l) iodide; isoquinolin-8-ol / N,N-dimethyl-formamide / 5 h / 100 - 140 °C 3: iron(III) chloride; pyrographite; hydrazine hydrate / ethanol / 50 - 60 °C View Scheme |
[3-bromo-5-(trifluoromethyl)phenyl]amine
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: N-ethyl-N,N-diisopropylamine; dmap / toluene 1.2: 5 h 2.1: trifluoroacetic acid / 2 h / 20 - 25 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: sodium cyanoborohydride / tetrahydrofuran / 24 h / 20 °C 2.1: 8-quinolinol; 1-methyl-pyrrolidin-2-one / water / Inert atmosphere 2.2: 5 h / 140 - 145 °C / Inert atmosphere 3.1: trifluoroacetic acid / 2 h / 20 - 25 °C View Scheme |
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: hydrazine hydrate / ethanol / 16 h / 78 °C 2.1: sodium nitrite; sulfuric acid / methanol / 0.42 h / 15 - 25 °C 2.2: 0.42 h / 55 - 75 °C View Scheme |
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: trans-N,N'-dimethyl-1,2-cyclohexyldiamine; potassium phosphate; copper(l) iodide / N,N-dimethyl-formamide / 60 h / 115 °C / Molecular sieve 1.2: 30 - 35 °C / Molecular sieve 2.1: hydrazine hydrate / ethanol / 16 h / 78 °C 3.1: sodium nitrite; sulfuric acid / methanol / 0.42 h / 15 - 25 °C 3.2: 0.42 h / 55 - 75 °C View Scheme |
3-bromo-5-(trifluoromethyl)benzoic acid
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: trans-N,N'-dimethyl-1,2-cyclohexyldiamine; potassium phosphate; copper(l) iodide / N,N-dimethyl-formamide / 72 h / 115 °C / Molecular sieve 1.2: Molecular sieve 2.1: hydrazine hydrate / methanol / 16 h / 65 °C 3.1: sodium nitrite; sulfuric acid / methanol / 0.42 h / 15 - 25 °C 3.2: 0.42 h / 55 - 75 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: trans-N,N'-dimethyl-1,2-cyclohexyldiamine; potassium phosphate; copper(l) iodide / 1,4-dioxane / 72 h / 115 °C / Molecular sieve 2.1: hydrazine hydrate / methanol / 16 h / 65 °C 3.1: sodium nitrite; sulfuric acid / methanol / 0.42 h / 15 - 25 °C 3.2: 0.42 h / 55 - 75 °C View Scheme |
3-(4-methyl-imidazol-1-yl)-5-trifluoromethylbenzoic acid
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: hydrazine hydrate / methanol / 16 h / 65 °C 2.1: sodium nitrite; sulfuric acid / methanol / 0.42 h / 15 - 25 °C 2.2: 0.42 h / 55 - 75 °C View Scheme |
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: trans-N,N'-dimethyl-1,2-cyclohexyldiamine; potassium phosphate; copper(l) iodide / N,N-dimethyl-formamide / 105 °C / Molecular sieve 2.1: hydrazine hydrate / methanol / 16 h / 65 °C 3.1: sodium nitrite; sulfuric acid / methanol / 0.42 h / 15 - 25 °C 3.2: 0.42 h / 55 - 75 °C View Scheme |
3-fluoro-5-trifluoromethyl-benzonitrile
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: potassium carbonate; dihydrogen peroxide / dimethyl sulfoxide; water / 1.5 h / 25 - 35 °C 2.1: sodium amide / N,N-dimethyl acetamide / 1 h / 25 - 35 °C 2.2: 12 h / 25 - 85 °C 3.1: sodium hydroxide; bromine / water / 3.33 h / 0 - 95 °C View Scheme |
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzamide
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
Conditions | Yield |
---|---|
With bromine; sodium hydroxide In water at 0 - 95℃; for 3.33333h; | 80 g |
3-bromo-5-fluorobenzotrifluoride
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: sodium hydride / 1-methyl-pyrrolidin-2-one 2: palladium diacetate / toluene 3: hydrogenchloride / water View Scheme |
1-[3-bromo-5-(trifluoromethyl)phenyl]-4-methyl-1H-imidazole
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: palladium diacetate / toluene 2: hydrogenchloride / water View Scheme |
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
Conditions | Yield |
---|---|
With hydrogenchloride In water |
5-(trifluoromethyl)benzene-1,3-diamine
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: N-ethyl-N,N-diisopropylamine / toluene / 0 - 10 °C 2.1: ammonium chloride / ethanol; acetone / 0 - 20 °C 2.2: 65 - 70 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: triethylamine / dichloromethane / 0 - 10 °C 2.1: ammonium chloride / ethanol; acetone / 0 - 20 °C 2.2: 65 - 70 °C View Scheme |
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
carbon monoxide
nilotinib
Conditions | Yield |
---|---|
Stage #1: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline; carbon monoxide; 5-bromo-2-methylphenyl(4-(pyridin-3-yl)pyrimidin-2-yl)-carbamic acid tert-butyl ester With bis(benzonitrile)palladium(II) dichloride; triethylamine; 1,2-bis-(diphenylphosphino)ethane; phenol In N,N-dimethyl-formamide at 90 - 105℃; under 6000.6 Torr; for 48h; Molecular sieve; Inert atmosphere; Autoclave; Stage #2: With trifluoroacetic acid In ethanol Inert atmosphere; Stage #3: With potassium hydroxide In ethanol; water pH=6 - 9; Reagent/catalyst; Solvent; Pressure; Inert atmosphere; | 100% |
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
3-acetylamino-4-methylbenzoic acid
Conditions | Yield |
---|---|
Stage #1: 3-acetylamino-4-methylbenzoic acid With thionyl chloride In dichloromethane for 4h; Reflux; Stage #2: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline With triethylamine; aniline In dichloromethane for 8h; Reflux; | 95.1% |
Stage #1: 3-acetylamino-4-methylbenzoic acid With thionyl chloride In dichloromethane for 4h; Reflux; Stage #2: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline With triethylamine In dichloromethane for 8h; Reflux; | 94.7% |
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
3-((tert-butoxycarbonyl)amino)-4-methylbenzoic acid methyl ester
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at -10 - 0℃; Reagent/catalyst; Solvent; Temperature; | 95% |
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
nilotinib
Conditions | Yield |
---|---|
Stage #1: 4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid With thionyl chloride In 1-methyl-pyrrolidin-2-one at 60℃; for 1.25h; Stage #2: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline In 1-methyl-pyrrolidin-2-one at 90℃; for 3h; Product distribution / selectivity; | 94% |
Stage #1: 4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid With thionyl chloride In 1-methyl-pyrrolidin-2-one at 60℃; for 1.25h; Stage #2: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline In 1-methyl-pyrrolidin-2-one at 90℃; for 3h; Stage #3: With sodium hydroxide In 1-methyl-pyrrolidin-2-one; water at 80℃; pH=11 - 12; Product distribution / selectivity; | 94% |
Stage #1: 4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid With thionyl chloride In 1-methyl-pyrrolidin-2-one at 60℃; for 1.5h; Stage #2: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline In 1-methyl-pyrrolidin-2-one at 90℃; for 0.5h; | 90% |
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
Conditions | Yield |
---|---|
Stage #1: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 1.5h; Stage #2: With sodium azide In water at 0 - 5℃; for 3h; | 93.73% |
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
Conditions | Yield |
---|---|
Stage #1: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline; C17H13ClN4O In 1-methyl-pyrrolidin-2-one at 60℃; for 3h; Stage #2: With potassium hydroxide In 1-methyl-pyrrolidin-2-one; water at 80℃; Stage #3: With potassium carbonate In 1-methyl-pyrrolidin-2-one; water at 40 - 60℃; for 2h; Solvent; | 93% |
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
methyl 3-azido-4-methylbenzoate
3-azido-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran at -20 - 20℃; | 92% |
With potassium tert-butylate In tetrahydrofuran at -20 - 20℃; | 92% |
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
nilotinib
Conditions | Yield |
---|---|
With trimethylaluminum In toluene for 5h; Concentration; Time; Reflux; | 91% |
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
acetyl chloride
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 35℃; for 2h; | 90.1% |
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
methyl 4-methyl-3 -[[4-(pyridin-3-yl)pyrimidin-2-yl]amino]benzoate
nilotinib
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran at 0 - 20℃; for 12h; Inert atmosphere; | 90% |
With sodium t-butanolate In tetrahydrofuran at 0 - 20℃; for 12h; Inert atmosphere; | 81% |
With potassium tert-butylate In tetrahydrofuran at -5 - 20℃; for 30h; Inert atmosphere; Large scale; | 68% |
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
di-tert-butyl dicarbonate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 35℃; for 12h; | 86.5% |
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
methyl 4-methyl-3-(4-(pyridin-3-yl)thiazol-2-ylamino)benzoate
N-(5-(4-methyl-1H-imidazol-1-yl)-3-(trifluoromethyl)-phenyl)-4-methyl-3-(4-pyridin-3-yl-thiazol-2-ylamino)-benzamide
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran at -20 - 20℃; | 86% |
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
3-iodo-4-methylbenzoyl chloride
3-iodo-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide
Conditions | Yield |
---|---|
Stage #1: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline; 3-iodo-4-methylbenzoyl chloride In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere; Stage #2: With dmap; N-ethyl-N,N-diisopropylamine In tetrahydrofuran | 85% |
With dmap; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 2h; | 4.60 g |
With N-ethyl-N,N-diisopropylamine; dmap In tetrahydrofuran at 20℃; for 2h; |
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
4-methyl-3-(4-pyrazine-2-yl-pyrimidine-2-yl-amino)-benzoic acid ethyl ester
Conditions | Yield |
---|---|
Stage #1: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline With potassium tert-butylate In tetrahydrofuran at -20℃; for 0.5h; Stage #2: 4-methyl-3-(4-pyrazine-2-yl-pyrimidine-2-yl-amino)-benzoic acid ethyl ester In tetrahydrofuran at -20 - 20℃; | 85% |
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
3-iodo-4-toluic acid
3-iodo-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide
Conditions | Yield |
---|---|
With dmap; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; thionyl chloride; water | 84.3% |
Stage #1: 3-iodo-4-toluic acid With thionyl chloride for 6h; Stage #2: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline With N-ethyl-N,N-diisopropylamine In chloroform at 60℃; for 5h; | 57% |
Stage #1: 3-iodo-4-toluic acid With thionyl chloride for 1h; Reflux; Stage #2: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline With dmap; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 2h; |
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
Conditions | Yield |
---|---|
With potassium tert-butylate In N,N-dimethyl-formamide at -10 - -5℃; Reagent/catalyst; Solvent; Temperature; | 84% |
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
4-methyl-3-(4-pyrazine-2-yl-pyrimidine-2-yl-amino)-benzoic acid methyl ester
Conditions | Yield |
---|---|
Stage #1: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline With potassium tert-butylate In tetrahydrofuran at -20℃; for 0.5h; Stage #2: 4-methyl-3-(4-pyrazine-2-yl-pyrimidine-2-yl-amino)-benzoic acid methyl ester In tetrahydrofuran at -20 - 20℃; Product distribution / selectivity; | 83% |
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
methyl 3-(4-oxopyrimidin-2-ylamino)-4-methylbenzoate
4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)-3-(6-oxo-1,6-dihydropyrimidin-2-ylamino)benzamide
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran at -5 - 20℃; for 16h; Inert atmosphere; | 83% |
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
4-methyl-3-(4-thiazole-2-yl-pyrimidine-2-yl-amino)benzoic acid ethyl ester
Conditions | Yield |
---|---|
Stage #1: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline With potassium tert-butylate In tetrahydrofuran at -20℃; for 0.5h; Stage #2: 4-methyl-3-(4-thiazole-2-yl-pyrimidine-2-yl-amino)benzoic acid ethyl ester In tetrahydrofuran at -20 - 20℃; | 81% |
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
methyl 4-formylbenzoate
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride; acetic acid In chloroform at 20℃; | 81% |
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
4-methyl-3-(4-thiazole-2-yl-pyrimidine-2-yl-amino)benzoic acid methyl ester
Conditions | Yield |
---|---|
Stage #1: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline With potassium tert-butylate In tetrahydrofuran at -20℃; for 0.5h; Stage #2: 4-methyl-3-(4-thiazole-2-yl-pyrimidine-2-yl-amino)benzoic acid methyl ester In tetrahydrofuran at -20 - 20℃; Product distribution / selectivity; | 80% |
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
3-(4-imidazole-1-yl-pyrimidine-2-yl amino)-4-methyl-benzoic acid methyl ester
Conditions | Yield |
---|---|
Stage #1: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline With sodium t-butanolate In tetrahydrofuran at -20℃; for 0.5h; Stage #2: 3-(4-imidazole-1-yl-pyrimidine-2-yl amino)-4-methyl-benzoic acid methyl ester In tetrahydrofuran at -20 - 20℃; Product distribution / selectivity; | 76% |
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
3-(4-imidazole-1-yl-pyrimidine-2-yl-amino)-4-methyl-benzoic acid ethyl ester
Conditions | Yield |
---|---|
Stage #1: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline With potassium tert-butylate In tetrahydrofuran at -20℃; for 0.5h; Stage #2: 3-(4-imidazole-1-yl-pyrimidine-2-yl-amino)-4-methyl-benzoic acid ethyl ester In tetrahydrofuran at -20 - 20℃; | 73% |
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