methyl 8-[(2R)-1-(3,5-difluorophenyl)pyrrolidin-2-yl]-2-morpholino-4-oxo-chromene-6-carboxylate

Base Information

Chemical Name:methyl 8-[(2R)-1-(3,5-difluorophenyl)pyrrolidin-2-yl]-2-morpholino-4-oxo-chromene-6-carboxylate
CAS No.:1403458-65-0
Molecular Formula:C₂₅H₂₄F₂N₂O₅
Molecular Weight:470.473
Hs Code.:

Synonyms:methyl 8-[(2R)-1-(3,5-difluorophenyl)pyrrolidin-2-yl]-2-morpholino-4-oxo-chromene-6-carboxylate

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Chemical Property of methyl 8-[(2R)-1-(3,5-difluorophenyl)pyrrolidin-2-yl]-2-morpholino-4-oxo-chromene-6-carboxylate

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Technology Process of methyl 8-[(2R)-1-(3,5-difluorophenyl)pyrrolidin-2-yl]-2-morpholino-4-oxo-chromene-6-carboxylate

There total 12 articles about methyl 8-[(2R)-1-(3,5-difluorophenyl)pyrrolidin-2-yl]-2-morpholino-4-oxo-chromene-6-carboxylate 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: 67.0%

: 461-96-1
3,5-difluorobromobenzene

: 1403458-64-9
methyl 2-morpholino-4-oxo-8-[(2R)-pyrrolidin-2-yl]chromene-6-carboxylate

: 1403458-65-0
methyl 8-[(2R)-1-(3,5-difluorophenyl)pyrrolidin-2-yl]-2-morpholino-4-oxo-chromene-6-carboxylate

Guidance literature:: With caesium carbonate; 4,5’-bis(diphenylphosphino)-9,9’-dimethylxanthene; palladium diacetate; In 1,4-dioxane; at 100 ℃; for 15h; Inert atmosphere;

Reference yield:

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

: 1403458-65-0
methyl 8-[(2R)-1-(3,5-difluorophenyl)pyrrolidin-2-yl]-2-morpholino-4-oxo-chromene-6-carboxylate

Guidance literature:: Multi-step reaction with 8 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: Prochrom 200mm 20.im Chiralpak IA / tert-butyl methyl ether; methanol / Resolution of racemate

7.1: hydrogenchloride / dichloromethane / 8 h / 20 °C

8.1: caesium carbonate / palladium diacetate; 4,5’-bis(diphenylphosphino)-9,9’-dimethylxanthene / 1,4-dioxane / 15 h / 100 °C / Inert atmosphere

With pyridine; hydrogenchloride; bromine; trifluoroborane diethyl ether; sodium carbonate; caesium carbonate; triethylamine; bis-triphenylphosphine-palladium(II) chloride; 1,1'-bis(diphenylphosphino)ferrocene; 4,5’-bis(diphenylphosphino)-9,9’-dimethylxanthene; palladium diacetate; In 1,4-dioxane; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; tert-butyl methyl ether; water; toluene;

Reference yield:

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

: 1403458-65-0
methyl 8-[(2R)-1-(3,5-difluorophenyl)pyrrolidin-2-yl]-2-morpholino-4-oxo-chromene-6-carboxylate

Guidance literature:: Multi-step reaction with 7 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: trifluoroborane diethyl ether / toluene / 20 °C / Inert atmosphere

3.2: 12 h / 90 °C

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

5.1: Prochrom 200mm 20.im Chiralpak IA / tert-butyl methyl ether; methanol / Resolution of racemate

6.1: hydrogenchloride / dichloromethane / 8 h / 20 °C

7.1: caesium carbonate / palladium diacetate; 4,5’-bis(diphenylphosphino)-9,9’-dimethylxanthene / 1,4-dioxane / 15 h / 100 °C / Inert atmosphere

With pyridine; hydrogenchloride; bromine; trifluoroborane diethyl ether; sodium carbonate; caesium carbonate; triethylamine; bis-triphenylphosphine-palladium(II) chloride; 1,1'-bis(diphenylphosphino)ferrocene; 4,5’-bis(diphenylphosphino)-9,9’-dimethylxanthene; palladium diacetate; In 1,4-dioxane; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; tert-butyl methyl ether; water; toluene;