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inquiryItems Standard Result Assay 98%min ----------------------------------------------------------------------------------------------
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inquiryAppearance:white or yellowish white flaky crystal Storage:Keep the sun from direct sunlight ;prevention against high temperature Package:As customer request Application:Used for research and industrial manufacture. Transportatio
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inquiryJ&H CHEM R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. J&H CHEM has some Manufacturing base in Jia
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inquiryLower price, sample is available,SDS test documents are available,large stock in warehouseAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:Fine chemical intermediates, used as the main raw material for the synthe
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inquiry2-[[(5S)-3-(3-Fluoro-4-morpholino-phenyl)-2-oxo-oxazolidin-5-yl]methyl]isoindoline-1,3-dione cas 168828-89-5Appearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:intermediate Transportation
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inquiry3-fluoro-4-(morpholin-4-yl)-phenyl isocyanate
(S)-N-glycidylphthalimide
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
Conditions | Yield |
---|---|
With lithium bromide at 120℃; for 4h; Temperature; Solvent; | 96.51% |
With lithium bromide In N,N-dimethyl-formamide at 60℃; for 4h; Reagent/catalyst; Solvent; | 90.11% |
2-[(5R)-(2-oxo-5-oxazolidinyl)-methyl]-1H-isoindole-1,3(2H)-dione
4-(2-fluoro-4-bromophenyl)morpholine
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
Conditions | Yield |
---|---|
With copper(l) iodide; N,N-dimethyl-ethanamine; potassium carbonate In dichloromethane at 110℃; for 20h; Reagent/catalyst; Solvent; Temperature; | 92.8% |
With copper(l) iodide; (S,S)-1,2-diaminocyclohexane; potassium carbonate In 1,4-dioxane at 110℃; for 20h; Goldberg Reaction; Inert atmosphere; | 76% |
potassium phtalimide
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
Conditions | Yield |
---|---|
at 140 - 145℃; for 2h; | 92% |
In N,N-dimethyl-formamide for 5h; Reflux; | 62% |
In N,N-dimethyl-formamide for 5h; Heating / reflux; |
potassium phtalimide
(R)-methyl methanesulfonate
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 80℃; for 3h; | 87.7% |
In N,N-dimethyl-formamide at 120℃; for 2h; | |
In N,N-dimethyl-formamide at 120℃; for 2h; | 27 g |
(S)-3-Chloro-1-(1,3-dioxoisoindolin-2-yl)propan-2-yl-3-fluoro-4-morpholinophenylcarbamate
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
Conditions | Yield |
---|---|
With potassium carbonate In acetone at 20℃; for 8h; | 86% |
methyl (3-fluoro-4-morpholinophenyl)carbamate
(S)-N-glycidylphthalimide
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
Conditions | Yield |
---|---|
With lithium tert-butoxide In N,N-dimethyl-formamide at 25 - 85℃; Temperature; Solvent; Reagent/catalyst; | 85% |
With lithium tert-butoxide In ethyl acetate at 25 - 75℃; Solvent; Temperature; Reagent/catalyst; | 70% |
benzyl 3-fluoro-4-(4-morpholinyl)phenylcarbamate
(S)-N-glycidylphthalimide
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
Conditions | Yield |
---|---|
Stage #1: benzyl 3-fluoro-4-(4-morpholinyl)phenylcarbamate With lithium tert-butoxide In tetrahydrofuran; N,N-dimethyl-formamide at 5℃; for 0.5h; Inert atmosphere; Stage #2: (S)-N-glycidylphthalimide In tetrahydrofuran; N,N-dimethyl-formamide at 5 - 20℃; for 24h; Reagent/catalyst; Temperature; Inert atmosphere; | 84% |
(R)-(-)-epichlorohydrin
potassium phtalimide
methyl chloroformate
3-fluoro-4-(morpholinyl)aniline
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
Conditions | Yield |
---|---|
Stage #1: (R)-(-)-epichlorohydrin; 3-fluoro-4-(morpholinyl)aniline In butan-1-ol at 20℃; Cooling; Stage #2: methyl chloroformate With sodium hydrogencarbonate In butan-1-ol at 0 - 5℃; Stage #3: potassium phtalimide In N,N-dimethyl-formamide at 95 - 100℃; for 3h; | 83% |
1,1'-carbonyldiimidazole
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
Conditions | Yield |
---|---|
With dmap In acetonitrile at 80℃; for 1.5h; Inert atmosphere; | 70.51% |
N-[3-phthalimido-2-(R)-hydroxypropyl]-3-fluoro-4-(4-morpholinyl)aniline
1,1'-carbonyldiimidazole
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 20h; | |
In dichloromethane |
phthalimide
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: potassium carbonate / isopropyl alcohol / 5 h / Reflux 2: triethylamine / tetrahydrofuran / 20 °C / Inert atmosphere 3: potassium carbonate / dichloromethane / 20 °C 4: potassium carbonate / acetone / 8 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: methylamine / isopropyl alcohol / 5 h / 60 °C 1.2: 10 - 30 °C 2.1: lithium tert-butoxide / N,N-dimethyl-formamide / 25 - 85 °C View Scheme | |
Multi-step reaction with 3 steps 1: methylamine / isopropyl alcohol / 5 h / 60 °C 2: sodium methylate / methanol / 10 - 30 °C 3: lithium tert-butoxide / ethyl acetate / 25 - 75 °C View Scheme |
(S)-3-chloro-1-(1,3-dioxoisoindolin-2-yl)propan-2-yl chloroformate
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: potassium carbonate / dichloromethane / 20 °C 2: potassium carbonate / acetone / 8 h / 20 °C View Scheme |
2-((S)-3-chloro-2-hydroxypropyl)isoindoline-1,3-dione
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: triethylamine / tetrahydrofuran / 20 °C / Inert atmosphere 2: potassium carbonate / dichloromethane / 20 °C 3: potassium carbonate / acetone / 8 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: sodium methylate / methanol / 10 - 30 °C 2: lithium tert-butoxide / ethyl acetate / 25 - 75 °C View Scheme |
N-[3-chloro-2-(R)-hydroxypropyl]-3-fluoro-4-(morpholin-4-yl)aniline
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: N,N-dimethyl-formamide 2: dichloromethane View Scheme | |
Multi-step reaction with 5 steps 1: 1,1'-carbonyldiimidazole / dichloromethane / 24 h / 20 - 30 °C 2: N,N-dimethyl-formamide / 120 °C 3: water; sodium t-butanolate / tetrahydrofuran / 0.5 h / 0 - 15 °C 4: triethylamine / dichloromethane / 0.5 h / 0 - 5 °C / Cooling with ice 5: N,N-dimethyl-formamide / 2 h / 120 °C View Scheme | |
Multi-step reaction with 5 steps 1: dichloromethane / 24 h / 25 - 30 °C 2: N,N-dimethyl-formamide / 120 °C 3: sodium t-butanolate; water / tetrahydrofuran / 0.5 h / 0 - 15 °C 4: triethylamine / dichloromethane / 0.5 h / 0 - 5 °C 5: N,N-dimethyl-formamide / 2 h / 120 °C View Scheme | |
Multi-step reaction with 2 steps 1: dichloromethane / 20 h / 20 °C 2: N,N-dimethyl-formamide / 5 h / Reflux View Scheme |
3-fluoro-4-(morpholinyl)aniline
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: methanol 2: N,N-dimethyl-formamide 3: dichloromethane View Scheme | |
Multi-step reaction with 6 steps 1: tert-butyl alcohol / 16 h / Reflux 2: 1,1'-carbonyldiimidazole / dichloromethane / 24 h / 20 - 30 °C 3: N,N-dimethyl-formamide / 120 °C 4: water; sodium t-butanolate / tetrahydrofuran / 0.5 h / 0 - 15 °C 5: triethylamine / dichloromethane / 0.5 h / 0 - 5 °C / Cooling with ice 6: N,N-dimethyl-formamide / 2 h / 120 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: sodium hydrogencarbonate / water; toluene / 1 h / 0 - 20 °C 2.1: n-butyllithium / tetrahydrofuran; hexane / 2.5 h / -80 - -78 °C / Inert atmosphere 2.2: 20 °C / Cooling 3.1: triethylamine / dichloromethane / 45 °C 4.1: N,N-dimethyl-formamide / 3 h / 80 °C View Scheme |
3-fluoro-4-(morpholinyl)aniline
(S)-N-glycidylphthalimide
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: N,N-dimethyl-formamide 2: dichloromethane View Scheme | |
Multi-step reaction with 2 steps 1: ethanol / 16 h / 60 °C / Inert atmosphere 2: dmap / acetonitrile / 1.5 h / 80 °C / Inert atmosphere View Scheme |
3,4-difluoronitrobenzene
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1: triethylamine / acetonitrile / 6 h / 40 - 50 °C / Reflux 2: hydrogen / Raney nickel / methanol / 8 h / 45 - 50 °C / 2942.29 Torr / Autoclave 3: tert-butyl alcohol / 16 h / Reflux 4: 1,1'-carbonyldiimidazole / dichloromethane / 24 h / 20 - 30 °C 5: N,N-dimethyl-formamide / 120 °C 6: water; sodium t-butanolate / tetrahydrofuran / 0.5 h / 0 - 15 °C 7: triethylamine / dichloromethane / 0.5 h / 0 - 5 °C / Cooling with ice 8: N,N-dimethyl-formamide / 2 h / 120 °C View Scheme | |
Multi-step reaction with 6 steps 1.1: triethylamine / dichloromethane / 4 h / 10 - 20 °C 2.1: hydrogen / methanol / 10 h / 20 °C / 3750.38 Torr / Inert atmosphere; Autoclave 3.1: sodium hydrogencarbonate / water; toluene / 1 h / 0 - 20 °C 4.1: n-butyllithium / tetrahydrofuran; hexane / 2.5 h / -80 - -78 °C / Inert atmosphere 4.2: 20 °C / Cooling 5.1: triethylamine / dichloromethane / 45 °C 6.1: N,N-dimethyl-formamide / 3 h / 80 °C View Scheme | |
Multi-step reaction with 8 steps 1: triethylamine / acetonitrile / 6 h / 40 °C / Reflux 2: hydrogen / methanol / 8 h / 45 - 50 °C / 3000.3 Torr / Autoclave; Inert atmosphere 3: tert-butyl alcohol / 16 h / Reflux 4: dichloromethane / 24 h / 25 - 30 °C 5: N,N-dimethyl-formamide / 120 °C 6: sodium t-butanolate; water / tetrahydrofuran / 0.5 h / 0 - 15 °C 7: triethylamine / dichloromethane / 0.5 h / 0 - 5 °C 8: N,N-dimethyl-formamide / 2 h / 120 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: triethylamine / ethyl acetate / 25 - 80 °C 2.1: 5%-palladium/activated carbon; hydrogen / methanol / 22 - 35 °C / 225.02 - 1500.15 Torr 3.1: isopropyl alcohol / 28 - 88 °C 3.2: 35 - 38 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: triethylamine / ethyl acetate / 24 h / 20 °C 2.1: palladium 10% on activated carbon; ammonium formate / acetone / 8 h / 50 °C 3.1: sodium hydrogencarbonate / acetone; water / 0 - 20 °C 4.1: lithium tert-butoxide / N,N-dimethyl-formamide; tetrahydrofuran / 0.5 h / 5 °C / Inert atmosphere 4.2: 24 h / 5 - 20 °C / Inert atmosphere View Scheme |
3-fluoro-4-(4-morpholinyl)nitrobenzene
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: hydrogen / Raney nickel / methanol / 8 h / 45 - 50 °C / 2942.29 Torr / Autoclave 2: tert-butyl alcohol / 16 h / Reflux 3: 1,1'-carbonyldiimidazole / dichloromethane / 24 h / 20 - 30 °C 4: N,N-dimethyl-formamide / 120 °C 5: water; sodium t-butanolate / tetrahydrofuran / 0.5 h / 0 - 15 °C 6: triethylamine / dichloromethane / 0.5 h / 0 - 5 °C / Cooling with ice 7: N,N-dimethyl-formamide / 2 h / 120 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: hydrogen / methanol / 10 h / 20 °C / 3750.38 Torr / Inert atmosphere; Autoclave 2.1: sodium hydrogencarbonate / water; toluene / 1 h / 0 - 20 °C 3.1: n-butyllithium / tetrahydrofuran; hexane / 2.5 h / -80 - -78 °C / Inert atmosphere 3.2: 20 °C / Cooling 4.1: triethylamine / dichloromethane / 45 °C 5.1: N,N-dimethyl-formamide / 3 h / 80 °C View Scheme | |
Multi-step reaction with 7 steps 1: hydrogen / methanol / 8 h / 45 - 50 °C / 3000.3 Torr / Autoclave; Inert atmosphere 2: tert-butyl alcohol / 16 h / Reflux 3: dichloromethane / 24 h / 25 - 30 °C 4: N,N-dimethyl-formamide / 120 °C 5: sodium t-butanolate; water / tetrahydrofuran / 0.5 h / 0 - 15 °C 6: triethylamine / dichloromethane / 0.5 h / 0 - 5 °C 7: N,N-dimethyl-formamide / 2 h / 120 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: 5%-palladium/activated carbon; hydrogen / methanol / 22 - 35 °C / 225.02 - 1500.15 Torr 2.1: isopropyl alcohol / 28 - 88 °C 2.2: 35 - 38 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: palladium 10% on activated carbon; ammonium formate / acetone / 8 h / 50 °C 2.1: sodium hydrogencarbonate / acetone; water / 0 - 20 °C 3.1: lithium tert-butoxide / N,N-dimethyl-formamide; tetrahydrofuran / 0.5 h / 5 °C / Inert atmosphere 3.2: 24 h / 5 - 20 °C / Inert atmosphere View Scheme |
(R)-3-(3-fluoro-4-morpholinophenyl)-2-oxo-5-oxazolidinyl methanol
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: triethylamine / dichloromethane / 0.5 h / 0 - 5 °C / Cooling with ice 2: N,N-dimethyl-formamide / 2 h / 120 °C View Scheme | |
Multi-step reaction with 2 steps 1: triethylamine / dichloromethane / 45 °C 2: N,N-dimethyl-formamide / 3 h / 80 °C View Scheme | |
Multi-step reaction with 2 steps 1: triethylamine / dichloromethane / 0.5 h / 0 - 5 °C 2: N,N-dimethyl-formamide / 2 h / 120 °C View Scheme |
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: N,N-dimethyl-formamide / 120 °C 2: water; sodium t-butanolate / tetrahydrofuran / 0.5 h / 0 - 15 °C 3: triethylamine / dichloromethane / 0.5 h / 0 - 5 °C / Cooling with ice 4: N,N-dimethyl-formamide / 2 h / 120 °C View Scheme | |
Multi-step reaction with 4 steps 1: N,N-dimethyl-formamide / 120 °C 2: sodium t-butanolate; water / tetrahydrofuran / 0.5 h / 0 - 15 °C 3: triethylamine / dichloromethane / 0.5 h / 0 - 5 °C 4: N,N-dimethyl-formamide / 2 h / 120 °C View Scheme |
(R)-(3-(3-fluoro-4-morpholinophenyl)-2-oxooxazolidin-5-yl)methyl acetate
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: water; sodium t-butanolate / tetrahydrofuran / 0.5 h / 0 - 15 °C 2: triethylamine / dichloromethane / 0.5 h / 0 - 5 °C / Cooling with ice 3: N,N-dimethyl-formamide / 2 h / 120 °C View Scheme | |
Multi-step reaction with 3 steps 1: sodium t-butanolate; water / tetrahydrofuran / 0.5 h / 0 - 15 °C 2: triethylamine / dichloromethane / 0.5 h / 0 - 5 °C 3: N,N-dimethyl-formamide / 2 h / 120 °C View Scheme |
benzyl 3-fluoro-4-(4-morpholinyl)phenylcarbamate
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: n-butyllithium / tetrahydrofuran; hexane / 2.5 h / -80 - -78 °C / Inert atmosphere 1.2: 20 °C / Cooling 2.1: triethylamine / dichloromethane / 45 °C 3.1: N,N-dimethyl-formamide / 3 h / 80 °C View Scheme |
(R)-(-)-epichlorohydrin
potassium phtalimide
N,N-dimethyl-formamide
3-fluoro-4-(morpholinyl)aniline
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
Conditions | Yield |
---|---|
Stage #1: (R)-(-)-epichlorohydrin; 3-fluoro-4-(morpholinyl)aniline In isopropyl alcohol at 28 - 88℃; Stage #2: N,N-dimethyl-formamide at 35 - 38℃; Stage #3: potassium phtalimide Further stages; | 234 g |
N-ethoxycarbonyl-3-fluoro-4-morpholinyl aniline
(S)-N-glycidylphthalimide
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
Conditions | Yield |
---|---|
With triethylamine at 90 - 95℃; for 6h; Reagent/catalyst; Concentration; | 40 g |
methyl (3-fluoro-4-morpholinophenyl)carbamate
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: n-butyllithium / tetrahydrofuran; hexane / 1.17 h / -10 °C 1.2: 4.67 h / -10 - 55 °C 2.1: 2 h / 140 - 145 °C View Scheme |
potassium phtalimide
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: N,N-dimethyl-formamide / 3 h / 80 °C 2: sodium azide; (Dichloroiodo)benzene / ethyl acetate / 12 h / 0 - 80 °C / Inert atmosphere 3: potassium carbonate; N,N-dimethyl-ethanamine; copper(l) iodide / dichloromethane / 20 h / 110 °C View Scheme | |
Multi-step reaction with 3 steps 1: N,N-dimethyl-formamide / 5 h / 70 °C 2: sodium azide; (Dichloroiodo)benzene / ethyl acetate / 12 h / 0 - 80 °C / Inert atmosphere 3: potassium carbonate; N,N-dimethyl-ethanamine; copper(l) iodide / dichloromethane / 20 h / 110 °C View Scheme |
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium azide; (Dichloroiodo)benzene / ethyl acetate / 12 h / 0 - 80 °C / Inert atmosphere 2: potassium carbonate; N,N-dimethyl-ethanamine; copper(l) iodide / dichloromethane / 20 h / 110 °C View Scheme |
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
(S)-N-[[3-[3-fluoro-4-[4-morpholinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]amine
Conditions | Yield |
---|---|
With hydrazine hydrate In ethanol for 4h; Solvent; Reflux; | 95.4% |
With hydrazine hydrate In methanol for 1h; Reflux; | 90% |
With hydrazine hydrate In methanol for 1h; Reflux; | 71% |
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
acetic anhydride
linezolid
Conditions | Yield |
---|---|
Stage #1: 2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione With hydrazine In methanol; water at 60℃; for 1h; Stage #2: acetic anhydride With triethylamine at 0 - 20℃; for 2h; | 89.1% |
Stage #1: 2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione With hydrazine hydrate In methanol at 30 - 70℃; Stage #2: acetic anhydride at 10 - 30℃; Concentration; | 145 g |
Stage #1: 2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione With hydrazine hydrate In methanol for 1h; Reflux; Stage #2: acetic anhydride With triethylamine at 10 - 30℃; for 1h; | 9 g |
Stage #1: 2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione With hydrazine hydrate In methanol for 2h; Reflux; Stage #2: acetic anhydride In dichloromethane at 0 - 10℃; |
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
methylamine
Conditions | Yield |
---|---|
In water; acetone for 6h; Reagent/catalyst; Solvent; Reflux; | 66.39% |
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
linezolid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: hydrazine hydrate / methanol / 1 h / Reflux 2: toluene / 1 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: hydrazine hydrate / methanol / 1 h / Reflux 2: triethylamine / dichloromethane / 1 h / 0 - 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: hydrazine hydrate / methanol / 1 h / Reflux 2: ethyl acetate / 1 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: hydrazine hydrate / methanol / 1 h / Reflux 2: ethyl acetate / 1 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: hydrazine hydrate / ethanol / 4 h / Reflux 2: triethylamine / ethyl acetate / 2 h / 20 °C View Scheme |
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: hydrazine hydrate / methanol 2: triethylamine / toluene / 12 h / 20 - 45 °C View Scheme |
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
(S)-N-[[3-[3-fluoro-4-(morpholin-4-yl)phenyl]-2-oxooxazolidin-5-yl]methyl]benzamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: hydrazine hydrate / methanol 2: triethylamine / toluene / 12 h / 20 - 45 °C View Scheme |
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
4-amino-5-(ethylsulfonyl)-N-(S)-[[3-[3-fluoro-4-(morpholin-4-yl)phenyl]-2-oxooxazolidin-5-yl]methyl]-2-methoxybenzamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: hydrazine hydrate / methanol 2.1: chloroformic acid ethyl ester; triethylamine / dichloromethane / 0.5 h / 0 - 20 °C 2.2: 4 h / 0 - 20 °C View Scheme |
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: hydrazine hydrate / methanol 2.1: chloroformic acid ethyl ester; triethylamine / dichloromethane / 0.5 h / 0 - 20 °C 2.2: 4 h / 0 - 20 °C View Scheme |
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
5-(aminosulfonyl)-N-(S)-[[3-[3-fluoro-4-(morpholin-4-yl)phenyl]-2-oxooxazolidin-5-yl]methyl]-2-methoxy benzamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: hydrazine hydrate / methanol 2.1: chloroformic acid ethyl ester; triethylamine / dichloromethane / 0.5 h / 0 - 20 °C 2.2: 4 h / 0 - 20 °C View Scheme |
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
(S)-N-[[3-[3-fluoro-4-(morpholin-4-yl)phenyl]-2-oxooxazolidin-5-yl]methyl]-3,4-dimethoxybenzamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: hydrazine hydrate / methanol 2: triethylamine / toluene / 12 h / 20 - 45 °C View Scheme |
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
2-benzyl-(S)-N-[[3-[3-fluoro-4-(morpholin-4-yl)phenyl]-2-oxooxazolidin-5-yl]methyl]acrylamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: hydrazine hydrate / methanol 2: triethylamine / toluene / 12 h / 20 - 45 °C View Scheme |
2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: hydrazine hydrate / methanol 2: triethylamine / toluene / 12 h / 20 - 45 °C View Scheme |
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