As a leading manufacturer and supplier of chemicals in China, DayangChem not only supply popular chemicals, but also DayangChem's R&D center offer custom synthesis services. DayangChem can provide different quantities of custom synthesis ch
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inquiryHigh quality 1-Ethylnyl-3,5-dimethoxybenzene CAS 171290-52-1 with factory price Company profile Wuhan Fortuna Chemical Co.,Ltd established in 2006, is a big integrative chemical enterprise being engaged in Pharmaceutical & its intermediates,
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inquiryWe product this chemical more than 10 years . We are very experience to export it to many countries, Our superior & stable quality , competitive price gain warm reception from our customers. Application:Pharm intermediate
1-(3,5-dimethoxyphenyl)-2-(trimethylsilyl)acetylene
1-Ethynyl-3,5-dimethoxy-benzene
Conditions | Yield |
---|---|
With tetrabutyl ammonium fluoride In tetrahydrofuran for 0.0833333h; | 100% |
With potassium carbonate In methanol at 20℃; for 2h; | 96% |
With potassium carbonate In methanol at 20℃; for 2h; | 96% |
1-(2,2-dibromoethen-1-yl)-3,5-dimethoxybenzene
1-Ethynyl-3,5-dimethoxy-benzene
Conditions | Yield |
---|---|
With n-butyllithium for 10h; | 94% |
With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 1.5h; | 86% |
With n-butyllithium In tetrahydrofuran; hexane at -50℃; Schlenk technique; Inert atmosphere; | 81% |
2-methyl-4-(3,5-dimethoxyphenyl)-3-butyn-2-ol
1-Ethynyl-3,5-dimethoxy-benzene
Conditions | Yield |
---|---|
With potassium hydroxide In toluene at 65℃; for 24h; | 85% |
With potassium hydroxide at 100 - 135℃; Yield given; | |
With potassium hydroxide In toluene for 24h; Reflux; Inert atmosphere; |
3,5-dimethoxybenzaldehdye
dimethyl 1-(1-diazo-2-oxopropyl)phosphonate
1-Ethynyl-3,5-dimethoxy-benzene
Conditions | Yield |
---|---|
With potassium carbonate In methanol at 20℃; for 12h; Inert atmosphere; | 57% |
1-(3,5-dimethoxyphenyl)ethan-1-one
1-Ethynyl-3,5-dimethoxy-benzene
Conditions | Yield |
---|---|
With diethyl chlorophosphate; lithium diisopropyl amide Yield given. Multistep reaction; |
1-iodo-3,5-dimethoxybenzene
1-Ethynyl-3,5-dimethoxy-benzene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 85 percent / Pd(PPh3)2Cl2; CuI; PPh3 / triethylamine / 48 h / 50 °C 2: 100 percent / TBAF / tetrahydrofuran / 0.08 h View Scheme | |
Multi-step reaction with 2 steps 1: Et3N, pyridine, Ph3P, CuI / (Ph3P)2PdCl2 / 14 h / 25 °C 2: KOH / 100 - 135 °C View Scheme | |
Multi-step reaction with 2 steps 1: copper(l) iodide / bis-triphenylphosphine-palladium(II) chloride / 20 °C / Inert atmosphere 2: potassium fluoride; methanol / 2 h / 20 °C View Scheme |
3,5-Dimethoxyaniline
1-Ethynyl-3,5-dimethoxy-benzene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: aq. HCl; NaNO2 / 0 °C 1.2: 50 percent / aq. KI / 20 °C 2.1: 85 percent / Pd(PPh3)2Cl2; CuI; PPh3 / triethylamine / 48 h / 50 °C 3.1: 100 percent / TBAF / tetrahydrofuran / 0.08 h View Scheme | |
Multi-step reaction with 4 steps 1: hydrogenchloride; sodium nitrite / water / -10 - 5 °C / Cooling with acetone-dry ice 2: potassium iodide / water / 20 °C 3: copper(l) iodide / bis-triphenylphosphine-palladium(II) chloride / 20 °C / Inert atmosphere 4: potassium fluoride; methanol / 2 h / 20 °C View Scheme |
3,5-dimethoxybenzoic acid
1-Ethynyl-3,5-dimethoxy-benzene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 2.) trimethylchlorosilane, 3.) 0.5 N HCl 2: 1.) LDA, 2.) diethyl chlorophosphate, 3.) LDA View Scheme |
carbon tetrabromide
3,5-dimethoxybenzaldehdye
1-Ethynyl-3,5-dimethoxy-benzene
Conditions | Yield |
---|---|
Stage #1: carbon tetrabromide; 3,5-dimethoxybenzaldehdye With triphenylphosphine In dichloromethane at 0 - 20℃; for 0.5h; Ramirez-Corey-Fuchs reaction; Stage #2: With lithium diisopropyl amide In tetrahydrofuran; n-heptane; ethylbenzene at -78℃; for 2h; Ramirez-Corey-Fuchs reaction; Stage #3: With ammonium chloride In tetrahydrofuran; n-heptane; ethylbenzene Ramirez-Corey-Fuchs reaction; | 72 mg |
3,5-dimethoxybenzaldehdye
1-Ethynyl-3,5-dimethoxy-benzene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: triphenylphosphine / dichloromethane / 0.5 h / 0 - 20 °C 2: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 2 h / -78 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: triphenylphosphine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere; Schlenk technique 1.2: Inert atmosphere; Schlenk technique 2.1: n-butyllithium / tetrahydrofuran; hexane / -50 °C / Schlenk technique; Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1: triphenylphosphine / dichloromethane / 1.25 h / 0 °C / Inert atmosphere; Schlenk technique 2: caesium carbonate / dimethyl sulfoxide / 115 °C / Sealed tube; Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1: triphenylphosphine / dichloromethane / 2 h / 0 °C / Inert atmosphere 2: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 16 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: triphenylphosphine / dichloromethane / 0.5 h / 0 - 5 °C 1.2: 16 h / 20 °C 2.1: n-butyllithium / hexane; tetrahydrofuran / 16.5 h / Inert atmosphere View Scheme |
1-bromo-3,5-dimethoxybenzene
1-Ethynyl-3,5-dimethoxy-benzene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: tris-(dibenzylideneacetone)dipalladium(0); (dimethylamino)trimethyltin; triphenylphosphine / toluene / 8 h / Inert atmosphere; Reflux 2: tetrabutyl ammonium fluoride / dichloromethane / 5 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: triphenylphosphine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / 24 h / Reflux; Inert atmosphere 2: potassium hydroxide / toluene / 24 h / 65 °C View Scheme | |
Multi-step reaction with 2 steps 1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / N,N-dimethyl-formamide / 12 h / 80 °C / Inert atmosphere 2: potassium carbonate / methanol / 2 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / N,N-dimethyl-formamide / 12 h / 80 °C / Inert atmosphere 2: potassium carbonate / methanol / 2 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / 24 h / Reflux; Inert atmosphere 2: potassium hydroxide / toluene / 24 h / Reflux; Inert atmosphere View Scheme |
3,5-Dimethoxy-benzenediazonium; chloride
1-Ethynyl-3,5-dimethoxy-benzene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: potassium iodide / water / 20 °C 2: copper(l) iodide / bis-triphenylphosphine-palladium(II) chloride / 20 °C / Inert atmosphere 3: potassium fluoride; methanol / 2 h / 20 °C View Scheme |
3,5-dimethoxyphenethyl alcohol
1-Ethynyl-3,5-dimethoxy-benzene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: potassium carbonate; fluorosulfonyl fluoride; dimethyl sulfoxide / 2 h / 20 °C 2: cesium fluoride / dimethyl sulfoxide / 2 h / 100 °C View Scheme |
1-Ethynyl-3,5-dimethoxy-benzene
Conditions | Yield |
---|---|
With cesium fluoride In dimethyl sulfoxide at 100℃; for 2h; | 224 mg |
4-bromo-benzaldehyde
trimethylsilylacetylene
1-Ethynyl-3,5-dimethoxy-benzene
Conditions | Yield |
---|---|
Sonogashira Cross-Coupling; |
1-(benzenesulfonyl)-5-bromo-1H-pyrrolo[2,3-b]pyridine
1-Ethynyl-3,5-dimethoxy-benzene
Conditions | Yield |
---|---|
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); N-ethyl-N,N-diisopropylamine In acetonitrile at 80℃; for 1.5h; Inert atmosphere; Sealed tube; | 100% |
(Z)-N-benzylidenebenzylamine N-oxide
1-Ethynyl-3,5-dimethoxy-benzene
Conditions | Yield |
---|---|
Stage #1: (Z)-N-benzylidenebenzylamine N-oxide; 1-Ethynyl-3,5-dimethoxy-benzene With trimethylsilyl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; zinc dibromide In diethyl ether at 20℃; for 2h; Inert atmosphere; Stage #2: With toluene-4-sulfonic acid In methanol for 2h; | 100% |
para-iodoanisole
1-Ethynyl-3,5-dimethoxy-benzene
1,3-dimethoxy-5-((4-methoxyphenyl)ethynyl)benzene
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; for 18h; Sonogashira coupling; Inert atmosphere; | 99% |
With copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride at 20℃; for 6h; Inert atmosphere; | 93% |
With pyrrolidine; palladium diacetate; triphenylphosphine for 1h; Sonogashira Cross-Coupling; Inert atmosphere; Reflux; | 93% |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 0 - 20℃; for 18h; Inert atmosphere; Schlenk technique; | 80% |
With pyrrolidine; triphenylphosphine; palladium 10% on activated carbon at 85℃; for 17h; Sonogashira Coupling; Inert atmosphere; | 75% |
1-Ethynyl-3,5-dimethoxy-benzene
(2R,3S)-5β-azido-2-{[(4-methylbenzoyl)oxy]methyl}tetrahydrofuran-3-yl 4-methylbenzoate
1-[2′-deoxy-3′,5′-bis{O-(p-toluoyl)}-β-D-ribofuranosyl]-4-(3,5-dimethoxyphenyl)-1H-1,2,3-triazole
Conditions | Yield |
---|---|
With copper(II) sulfate; sodium L-ascorbate; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; water at 75 - 80℃; Inert atmosphere; | 99% |
N-(tert-butoxycarbonyl)-1,4-dihydro-1,4-iminonaphthalene
1-Ethynyl-3,5-dimethoxy-benzene
Conditions | Yield |
---|---|
Stage #1: N-(tert-butoxycarbonyl)-1,4-dihydro-1,4-iminonaphthalene With (R)-1-[(Sp)-2-(dicyclohexylphosphanyl)ferrocenylethyl]diphenylphosphane; rhodium(III) chloride trihydrate In 1,2-dimethoxyethane at 20℃; for 0.333333h; Inert atmosphere; Schlenk technique; Stage #2: 1-Ethynyl-3,5-dimethoxy-benzene In 1,2-dimethoxyethane at 70℃; for 30h; Inert atmosphere; Schlenk technique; enantioselective reaction; | 98% |
N-(tert-butoxycarbonyl)-1,4-dihydro-1,4-iminonaphthalene
1-Ethynyl-3,5-dimethoxy-benzene
tert-butyl ((1R,2S)-2-((3,5-dimethoxyphenyl)ethynyl)-1,2-dihydronaphthalen-1-yl)carbamate
Conditions | Yield |
---|---|
Stage #1: N-(tert-butoxycarbonyl)-1,4-dihydro-1,4-iminonaphthalene With (R)-(+)-2,2'-bis[bis(3,5-dimethylphenyl)phosphino]-1,1'-binaphthyl; copper(I) trifluoromethanesolfonate toluene complex; palladium diacetate In 1,2-dimethoxyethane at 0 - 20℃; for 0.5h; Inert atmosphere; Schlenk technique; Stage #2: 1-Ethynyl-3,5-dimethoxy-benzene In 1,2-dimethoxyethane for 6h; Inert atmosphere; Schlenk technique; | 98% |
1-Ethynyl-3,5-dimethoxy-benzene
Conditions | Yield |
---|---|
With copper(II) sulfate; sodium L-ascorbate In water; tert-butyl alcohol at 20℃; for 2h; Inert atmosphere; | 98% |
With copper(II) sulfate; sodium L-ascorbate In water; tert-butyl alcohol at 20℃; for 2h; | 98% |
1-Ethynyl-3,5-dimethoxy-benzene
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In acetonitrile at 100℃; for 2h; Sonogashira Cross-Coupling; | 98% |
Conditions | Yield |
---|---|
With copper(II) sulfate; sodium L-ascorbate In water; tert-butyl alcohol for 0.166667h; microwave irradiation; | 97% |
2-methoxy-1,4-benzoquinone
1-Ethynyl-3,5-dimethoxy-benzene
4-((3,5-dimethoxyphenyl)ethynyl)-4-hydroxy-3-methoxycyclohexa-2,5-dien-1-one
Conditions | Yield |
---|---|
Stage #1: 1-Ethynyl-3,5-dimethoxy-benzene With n-butyllithium In tetrahydrofuran at -78℃; for 0.0833333h; Inert atmosphere; Stage #2: 2-methoxy-1,4-benzoquinone In tetrahydrofuran at -78℃; for 0.25h; Inert atmosphere; | 96% |
Stage #1: 1-Ethynyl-3,5-dimethoxy-benzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; Stage #2: 2-methoxy-1,4-benzoquinone In tetrahydrofuran; hexane at -78℃; Stage #3: With water; ammonium chloride In tetrahydrofuran; hexane |
ortho-bromobenzaldehyde
1-Ethynyl-3,5-dimethoxy-benzene
2-((3,5-dimethoxyphenyl)ethynyl)benzaldehyde
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 50℃; for 6h; Sonogashira coupling; | 96% |
With copper(l) iodide; palladium diacetate; triethylamine; triphenylphosphine In tetrahydrofuran at 80℃; for 12h; | |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 60℃; for 4h; Inert atmosphere; |
1-Ethynyl-3,5-dimethoxy-benzene
2,2-dipivaloylamino-4-methyl-5-iodo-7-(N-benzyl)pyrrolo[2,3-d]pyrimidine
N-{7-benzyl-4-methyl-5-[(3,5-dimethoxyphenyl)ethynyl]-7H-pyrrolo[2,3-d]pyrimidin-2-yl}-N-(2,2-dimethylpropanoyl)-2,2-dimethylpropanamide
Conditions | Yield |
---|---|
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In 1,1-dichloroethane at 20℃; for 24h; Sonogashira coupling; Inert atmosphere; Darkness; | 96% |
1-Ethynyl-3,5-dimethoxy-benzene
Conditions | Yield |
---|---|
With copper(II) sulfate; sodium L-ascorbate In water; N,N-dimethyl-formamide at 70℃; for 0.166667h; Sealed tube; Microwave irradiation; | 96% |
8-bromo-2'-deoxyadenosine
1-Ethynyl-3,5-dimethoxy-benzene
2-(6-amino-8-((3,5-dimethoxyphenyl)ethynyl)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
Conditions | Yield |
---|---|
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In N,N-dimethyl-formamide at 20℃; for 18h; Sonogashira coupling; Inert atmosphere; | 95% |
1-Ethynyl-3,5-dimethoxy-benzene
(2R,3S)-5α-azido-2-{[(4-methylbenzoyl)oxy]methyl}tetrahydrofuran-3-yl 4-methylbenzoate
Conditions | Yield |
---|---|
With copper(II) sulfate; sodium L-ascorbate; diisopropylamine In tetrahydrofuran; water at 75 - 80℃; for 12h; Inert atmosphere; | 95% |
Dimethylphenylsilane
1-Ethynyl-3,5-dimethoxy-benzene
Conditions | Yield |
---|---|
With sodium hydroxide In 1,2-dimethoxyethane at 65℃; for 48h; | 95% |
benzyl azide
1-Ethynyl-3,5-dimethoxy-benzene
Conditions | Yield |
---|---|
With copper(ll) sulfate pentahydrate; betaine; sodium L-ascorbate In water at 30℃; for 24h; | 95% |
methyl 5-azido-2-hydroxybenzoate
1-Ethynyl-3,5-dimethoxy-benzene
methyl 2-hydroxy-5-[4-(3,5-dimethoxyphenyl)-1H-1,2,3-triazol-1-yl]benzoate
Conditions | Yield |
---|---|
With copper(II) sulfate; sodium L-ascorbate In water; dimethyl sulfoxide; tert-butyl alcohol at 20℃; for 96h; Inert atmosphere; | 94% |
1-Ethynyl-3,5-dimethoxy-benzene
(E)-2,2'-(but-1-en-3-yne-1,4-diyl)bis(2,6-dimethoxybenzene)
Conditions | Yield |
---|---|
With C77H74N2OPtSi2 In toluene at 60℃; Reagent/catalyst; Inert atmosphere; diastereoselective reaction; | 94% |
With [{Pd(μ-OH)Cl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)}2]; potassium hydroxide In ethanol at 22℃; for 24h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; Schlenk technique; stereoselective reaction; | 94% |
With CoH(P(CH3)3)4 In tetrahydrofuran at 20℃; for 2h; Schlenk technique; Inert atmosphere; stereoselective reaction; | 63% |
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; acetic acid In tetrahydrofuran; methanol; water at 20℃; for 7h; Inert atmosphere; optical yield given as %de; stereoselective reaction; | 0.116 g |
3-chloro-6-methoxypyridazine
1-Ethynyl-3,5-dimethoxy-benzene
Conditions | Yield |
---|---|
With dichloro bis(acetonitrile) palladium(II); dicyclohexyl(2',4',6'-triisopropyl-[1,1':3',1''-terphenyl]-2-yl)phosphane; triethylamine In tetrahydrofuran at 60℃; for 6h; Sonogashira Cross-Coupling; Sealed tube; | 94% |
Conditions | Yield |
---|---|
With 1,3-bis(tert-butyl(pyridin-2-yl)phosphanyl)propane; palladium(II) acetylacetonate; toluene-4-sulfonic acid at 100℃; under 30003 Torr; for 20h; Sealed tube; chemoselective reaction; | 94% |
2-iodobenzyl alcohol
1-Ethynyl-3,5-dimethoxy-benzene
[2-(3,5-dimethoxyphenylethynyl)phenyl]methanol
Conditions | Yield |
---|---|
Stage #1: 2-iodobenzyl alcohol With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Sonogashira coupling; Inert atmosphere; Stage #2: With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20 - 70℃; Sonogashira coupling; Inert atmosphere; Stage #3: 1-Ethynyl-3,5-dimethoxy-benzene In N,N-dimethyl-formamide at 70℃; for 2.16667h; Sonogashira coupling; Inert atmosphere; | 93% |
2-bromo-3-thiophenecarboxylic acid-2-pyridyl ester
1-Ethynyl-3,5-dimethoxy-benzene
C15H11BrO3S
Conditions | Yield |
---|---|
Stage #1: 1-Ethynyl-3,5-dimethoxy-benzene With ethylmagnesium bromide In tetrahydrofuran at 0 - 20℃; for 0.5h; Inert atmosphere; Stage #2: 2-bromo-3-thiophenecarboxylic acid-2-pyridyl ester In tetrahydrofuran at 0℃; for 0.5h; | 93% |
N-(4-azidobenzoyl)-L-homoserine lactone
1-Ethynyl-3,5-dimethoxy-benzene
C21H20N4O5
Conditions | Yield |
---|---|
With copper(l) iodide; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 16h; Inert atmosphere; | 93% |
5-bromo-N-{3-methoxy-4-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]phenyl}pyrimidin-2-amine
1-Ethynyl-3,5-dimethoxy-benzene
5-[(3,5-dimethoxyphenyl)ethynyl]-N-{3-methoxy-4-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]phenyl}pyrimidin-2-amine
Conditions | Yield |
---|---|
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In N,N-dimethyl-formamide at 110℃; for 4h; Sonogashira Cross-Coupling; | 93% |
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In N,N-dimethyl-formamide at 120℃; for 2.5h; Inert atmosphere; | 23 mg |
1-Ethynyl-3,5-dimethoxy-benzene
Conditions | Yield |
---|---|
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; (+)-(R)-[2,3,2',3'-tetrahydro-5,5'-bi(1,4-benzodioxin)-6,6'-diyl]bis(diphenylphosphane) In 1,2-dichloro-ethane at 70℃; for 5h; Inert atmosphere; Schlenk technique; enantioselective reaction; | 93% |
1-Ethynyl-3,5-dimethoxy-benzene
Conditions | Yield |
---|---|
With copper(l) iodide; N-ethyl-N,N-diisopropylamine In tetrahydrofuran Huisgen Cycloaddition; Reflux; regioselective reaction; | 93% |
1-bromo-N,N'-bis(2,4-dimethylpent-3-yl)perylene-3,4:9,10-tetracarboxylic diimide
1-Ethynyl-3,5-dimethoxy-benzene
C48H46N2O6
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine In tetrahydrofuran at 70 - 80℃; Schlenk technique; Inert atmosphere; | 92% |
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