8-(1-(3,5-difluorophenylamino)ethyl)-N-ethyl-N-methyl-2-morpholino-4-oxo-4H-chromene-6-carboxamide

Base Information

Chemical Name:8-(1-(3,5-difluorophenylamino)ethyl)-N-ethyl-N-methyl-2-morpholino-4-oxo-4H-chromene-6-carboxamide
CAS No.:1296270-93-3
Molecular Formula:C₂₅H₂₇F₂N₃O₄
Molecular Weight:471.504
Hs Code.:

Synonyms:8-(1-(3,5-difluorophenylamino)ethyl)-N-ethyl-N-methyl-2-morpholino-4-oxo-4H-chromene-6-carboxamide

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Chemical Property of 8-(1-(3,5-difluorophenylamino)ethyl)-N-ethyl-N-methyl-2-morpholino-4-oxo-4H-chromene-6-carboxamide

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Technology Process of 8-(1-(3,5-difluorophenylamino)ethyl)-N-ethyl-N-methyl-2-morpholino-4-oxo-4H-chromene-6-carboxamide

There total 13 articles about 8-(1-(3,5-difluorophenylamino)ethyl)-N-ethyl-N-methyl-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: 64.0%

: 624-78-2
N-Ethylmethylamine

: 1296271-55-0,1296271-56-1,1296271-57-2
8-(1-(3,5-difluorophenylamino)ethyl)-2-morpholino-4-oxo-4H-chromene-6-carboxylic acid

: 1296270-93-3
8-(1-(3,5-difluorophenylamino)ethyl)-N-ethyl-N-methyl-2-morpholino-4-oxo-4H-chromene-6-carboxamide

Guidance literature:: 8-(1-(3,5-difluorophenylamino)ethyl)-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 dichloromethane; at 25 ℃; for 2h; Inert atmosphere;

N-Ethylmethylamine; In dichloromethane; at 35 ℃; for 2h; Inert atmosphere;
DOI:10.1021/jm501629p

Reference yield: 63.9%

: 1296270-93-3
8-(1-(3,5-difluorophenylamino)ethyl)-N-ethyl-N-methyl-2-morpholino-4-oxo-4H-chromene-6-carboxamide

Guidance literature:

Reference yield:

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

: 1296270-93-3
8-(1-(3,5-difluorophenylamino)ethyl)-N-ethyl-N-methyl-2-morpholino-4-oxo-4H-chromene-6-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: boron trifluoride diethyl etherate / toluene / 18 h / 25 °C / Inert atmosphere

1.2: 12 h / 90 °C / Inert atmosphere

2.1: bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / 21 h / 90 °C / Inert atmosphere

2.2: 0.5 h / 45 °C / Inert atmosphere

3.1: sodium tetrahydroborate / dichloromethane; methanol / 0.25 h / -10 °C / Inert atmosphere

4.1: phosphorus tribromide / dichloromethane / 36 h / 0 - 25 °C / Inert atmosphere

5.1: potassium iodide / methanol; chloroform / 48 h / 25 °C / Inert atmosphere

6.1: sodium hydroxide; water / tetrahydrofuran; methanol / 18 h / 25 °C / Inert atmosphere

7.1: O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 25 °C / Inert atmosphere

7.2: 2 h / 35 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; boron trifluoride diethyl etherate; water; phosphorus tribromide; O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; potassium iodide; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; chloroform; toluene; 2.1: |Stille Cross Coupling / 2.2: |Stille Cross Coupling;
DOI:10.1021/jm501629p