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

Base Information

Chemical Name:6-(azetidine-1-carbonyl)-8-[(2R)-(1-(3-fluorophenyl)pyrrolidin-2-yl)]-2-morpholino-4H-chromen-4-one
CAS No.:1403458-33-2
Molecular Formula:C₂₇H₂₈FN₃O₄
Molecular Weight:477.535
Hs Code.:

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

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

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

There total 16 articles about 6-(azetidine-1-carbonyl)-8-[(2R)-(1-(3-fluorophenyl)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: 12.0%

: 1421044-88-3
8-[(2R)-1-(3-fluorophenyl)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

: 1403458-33-2
6-(azetidine-1-carbonyl)-8-[(2R)-(1-(3-fluorophenyl)pyrrolidin-2-yl)]-2-morpholino-4H-chromen-4-one

Guidance literature:: With HATU; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 16h; Inert atmosphere;

Reference yield:

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

: 1403458-33-2
6-(azetidine-1-carbonyl)-8-[(2R)-(1-(3-fluorophenyl)pyrrolidin-2-yl)]-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: 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 / 20 h / 100 °C / Inert atmosphere

9.1: sodium hydroxide; water / tetrahydrofuran; methanol / 25 °C

9.2: pH 2

10.1: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 16 h / 20 °C / Inert atmosphere

With pyridine; hydrogenchloride; HATU; water; bromine; trifluoroborane diethyl ether; sodium carbonate; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; 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; toluene;

Reference yield:

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

: 1403458-33-2
6-(azetidine-1-carbonyl)-8-[(2R)-(1-(3-fluorophenyl)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 / 20 h / 100 °C / Inert atmosphere

7.1: sodium hydroxide; water / tetrahydrofuran; methanol / 25 °C

7.2: pH 2

8.1: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 16 h / 20 °C / Inert atmosphere

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