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

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Chemical Name:6-(azetidine-1-carbonyl)-8-[(2R)-(1-(3,5-difluorophenyl)pyrrolidin-2-yl)]-2-morpholino-4H-chromen-4-one
CAS No.:1403458-30-9
Molecular Formula:C₂₇H₂₇F₂N₃O₄
Molecular Weight:495.526
Hs Code.:

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

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

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

There total 14 articles about 6-(azetidine-1-carbonyl)-8-[(2R)-(1-(3,5-difluorophenyl)pyrrolidin-2-yl)]-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: 77.0%

: 1403458-66-1
8-[(2R)-(1-(3,5-difluorophenyl)pyrrolidin-2-yl)]-2-morpholino-4-oxo-4H-chromene-6-carboxylic acid

: 78797-58-7,78797-59-8,78797-62-3,36520-39-5,65546-09-0
azetidine hydrochloride

: 1403458-30-9
6-(azetidine-1-carbonyl)-8-[(2R)-(1-(3,5-difluorophenyl)pyrrolidin-2-yl)]-2-morpholino-4H-chromen-4-one

Guidance literature:: With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In chloroform; at 20 - 50 ℃; Inert atmosphere;

Reference yield:

: 71407-98-2
3-acetyl-5-bromo-4-hydroxybenzoic acid

: 1403458-30-9
6-(azetidine-1-carbonyl)-8-[(2R)-(1-(3,5-difluorophenyl)pyrrolidin-2-yl)]-2-morpholino-4H-chromen-4-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: thionyl chloride / 3 h / 80 °C / Inert atmosphere

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

2.2: 12 h / 90 °C

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

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

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

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

7.1: sodium hydroxide; water / dichloromethane; methanol / 20 °C

7.2: pH 3

8.1: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / chloroform / 20 - 50 °C / Inert atmosphere

With hydrogenchloride; thionyl chloride; water; trifluoroborane diethyl ether; sodium carbonate; caesium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; 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; chloroform; water; toluene;

Reference yield:

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

: 1403458-30-9
6-(azetidine-1-carbonyl)-8-[(2R)-(1-(3,5-difluorophenyl)pyrrolidin-2-yl)]-2-morpholino-4H-chromen-4-one

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: 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

9.1: sodium hydroxide; water / dichloromethane; methanol / 20 °C

9.2: pH 3

10.1: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / chloroform / 20 - 50 °C / Inert atmosphere

With pyridine; hydrogenchloride; trifluoromethylsulfonic anhydride; water; bromine; sodium carbonate; caesium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; 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; chloroform; water; 1,2-dichloro-ethane;