8-[(2R)-(1-(3,5-difluorophenyl)pyrrolidin-2-yl)]-6-(4-methylpiperazine-1-carbonyl)-2-morpholino-4H-chromen-4-one

Base Information

Chemical Name:8-[(2R)-(1-(3,5-difluorophenyl)pyrrolidin-2-yl)]-6-(4-methylpiperazine-1-carbonyl)-2-morpholino-4H-chromen-4-one
CAS No.:1403458-34-3
Molecular Formula:C₂₉H₃₂F₂N₄O₄
Molecular Weight:538.594
Hs Code.:

Synonyms:8-[(2R)-(1-(3,5-difluorophenyl)pyrrolidin-2-yl)]-6-(4-methylpiperazine-1-carbonyl)-2-morpholino-4H-chromen-4-one

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Chemical Property of 8-[(2R)-(1-(3,5-difluorophenyl)pyrrolidin-2-yl)]-6-(4-methylpiperazine-1-carbonyl)-2-morpholino-4H-chromen-4-one

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Technology Process of 8-[(2R)-(1-(3,5-difluorophenyl)pyrrolidin-2-yl)]-6-(4-methylpiperazine-1-carbonyl)-2-morpholino-4H-chromen-4-one

There total 16 articles about 8-[(2R)-(1-(3,5-difluorophenyl)pyrrolidin-2-yl)]-6-(4-methylpiperazine-1-carbonyl)-2-morpholino-4H-chromen-4-one 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: 59.0%

: 109-01-3
1-methyl-piperazine

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

: 1403458-34-3
8-[(2R)-(1-(3,5-difluorophenyl)pyrrolidin-2-yl)]-6-(4-methylpiperazine-1-carbonyl)-2-morpholino-4H-chromen-4-one

Guidance literature:: With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; In dichloromethane; ethyl acetate; at 25 ℃; for 1h;

Reference yield:

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

: 1403458-34-3
8-[(2R)-(1-(3,5-difluorophenyl)pyrrolidin-2-yl)]-6-(4-methylpiperazine-1-carbonyl)-2-morpholino-4H-chromen-4-one

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

4.2: 2 h / 20 °C

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

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

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

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

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

10.1: N-ethyl-N,N-diisopropylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / dichloromethane; ethyl acetate / 1 h / 20 - 25 °C

With pyridine; hydrogenchloride; trifluoromethylsulfonic anhydride; bromine; sodium carbonate; caesium carbonate; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; bis-triphenylphosphine-palladium(II) chloride; 1,1'-bis(diphenylphosphino)ferrocene; 4,5’-bis(diphenylphosphino)-9,9’-dimethylxanthene; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; tert-butyl methyl ether; water; ethyl acetate; 1,2-dichloro-ethane;

Reference yield:

: 160753-84-4
methyl 3-acetyl-5-bromo-4-hydroxybenzoate

: 1403458-34-3
8-[(2R)-(1-(3,5-difluorophenyl)pyrrolidin-2-yl)]-6-(4-methylpiperazine-1-carbonyl)-2-morpholino-4H-chromen-4-one

Guidance literature:: Multi-step reaction with 6 steps

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

1.2: 12 h / 90 °C

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

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

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

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

6.1: N-ethyl-N,N-diisopropylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / dichloromethane; ethyl acetate / 1 h / 20 - 25 °C

With hydrogenchloride; trifluoroborane diethyl ether; sodium carbonate; caesium carbonate; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; 4,5’-bis(diphenylphosphino)-9,9’-dimethylxanthene; palladium diacetate; In 1,4-dioxane; methanol; 1,2-dimethoxyethane; dichloromethane; tert-butyl methyl ether; water; ethyl acetate; toluene;