8-(1-(3,5-difluorophenyl)pyrrolidin-2-yl)-N,N-dimethyl-2-morpholino-4-oxo-4H-chromene-6-carboxamide

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Chemical Name:8-(1-(3,5-difluorophenyl)pyrrolidin-2-yl)-N,N-dimethyl-2-morpholino-4-oxo-4H-chromene-6-carboxamide
CAS No.:1403458-23-0
Molecular Formula:C₂₆H₂₇F₂N₃O₄
Molecular Weight:483.515
Hs Code.:

Synonyms:8-(1-(3,5-difluorophenyl)pyrrolidin-2-yl)-N,N-dimethyl-2-morpholino-4-oxo-4H-chromene-6-carboxamide

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Chemical Property of 8-(1-(3,5-difluorophenyl)pyrrolidin-2-yl)-N,N-dimethyl-2-morpholino-4-oxo-4H-chromene-6-carboxamide

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Technology Process of 8-(1-(3,5-difluorophenyl)pyrrolidin-2-yl)-N,N-dimethyl-2-morpholino-4-oxo-4H-chromene-6-carboxamide

There total 13 articles about 8-(1-(3,5-difluorophenyl)pyrrolidin-2-yl)-N,N-dimethyl-2-morpholino-4-oxo-4H-chromene-6-carboxamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 68.0%

: 1403458-62-7
8-(1-(3,5-difluorophenyl)pyrrolidin-2-yl)-2-morpholino-4-oxo-4H-chromene-6-carboxylic acid

: 124-40-3
dimethyl amine

: 1403458-23-0
8-(1-(3,5-difluorophenyl)pyrrolidin-2-yl)-N,N-dimethyl-2-morpholino-4-oxo-4H-chromene-6-carboxamide

Guidance literature:: 8-(1-(3,5-difluorophenyl)pyrrolidin-2-yl)-2-morpholino-4-oxo-4H-chromene-6-carboxylic acid; With O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

dimethyl amine; In tetrahydrofuran; N,N-dimethyl-formamide; for 1h;

Reference yield:

: 29415-97-2
methyl 3-bromo-4-hydroxybenzoate

: 1403458-23-0
8-(1-(3,5-difluorophenyl)pyrrolidin-2-yl)-N,N-dimethyl-2-morpholino-4-oxo-4H-chromene-6-carboxamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: triethylamine / palladium diacetate; 1,1'-bis(diphenylphosphino)ferrocene / ethanol / 70 °C / Inert atmosphere

2.1: bromine; pyridine / dichloromethane / 2 h / 0 - 20 °C

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -65 - 0 °C / Inert atmosphere

3.2: 2 h / 20 °C

4.1: trifluoromethylsulfonic anhydride / 1,2-dichloro-ethane / 50 °C / Inert atmosphere

5.1: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / 1,2-dimethoxyethane; water / 7 h / 80 °C / Inert atmosphere

6.1: hydrogen / 5% rhodium on activated aluminium oxide / methanol / 7 h / 65 °C / 3750.38 Torr

7.1: hydrogenchloride / dichloromethane; 1,4-dioxane / 4 h / 20 °C

8.1: caesium carbonate / Palladium complex / 1,4-dioxane / 23 h / 80 °C / Inert atmosphere

9.1: sodium hydroxide; water / methanol / 6 h / 40 °C

9.2: 0 °C / pH 5

10.1: O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

10.2: 1 h

With pyridine; hydrogenchloride; trifluoromethylsulfonic anhydride; water; hydrogen; bromine; sodium carbonate; O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; lithium hexamethyldisilazane; bis-triphenylphosphine-palladium(II) chloride; 1,1'-bis(diphenylphosphino)ferrocene; 5% rhodium on activated aluminium oxide; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

Reference yield:

: 99-76-3,156291-94-0
methyl 4-hydroxylbenzoate

: 1403458-23-0
8-(1-(3,5-difluorophenyl)pyrrolidin-2-yl)-N,N-dimethyl-2-morpholino-4-oxo-4H-chromene-6-carboxamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: bromine / dichloromethane / 36 h / 0 - 20 °C / Inert atmosphere

2.1: triethylamine / palladium diacetate; 1,1'-bis(diphenylphosphino)ferrocene / ethanol / 70 °C / Inert atmosphere

3.1: bromine; pyridine / dichloromethane / 2 h / 0 - 20 °C

4.1: trifluoroborane diethyl ether / toluene / 20 °C / Inert atmosphere

4.2: 12 h / 90 °C

5.1: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / 1,2-dimethoxyethane; water / 7 h / 80 °C / Inert atmosphere

6.1: hydrogen / 5% rhodium on activated aluminium oxide / methanol / 7 h / 65 °C / 3750.38 Torr

7.1: hydrogenchloride / dichloromethane; 1,4-dioxane / 4 h / 20 °C

8.1: caesium carbonate / Palladium complex / 1,4-dioxane / 23 h / 80 °C / Inert atmosphere

9.1: sodium hydroxide; water / methanol / 6 h / 40 °C

9.2: 0 °C / pH 5

10.1: O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

10.2: 1 h

With pyridine; hydrogenchloride; water; hydrogen; bromine; trifluoroborane diethyl ether; sodium carbonate; O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; bis-triphenylphosphine-palladium(II) chloride; 1,1'-bis(diphenylphosphino)ferrocene; 5% rhodium on activated aluminium oxide; palladium diacetate; In 1,4-dioxane; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;