N-(2-(dimethylamino)ethyl)-8-(1-((4-fluorophenyl)(methyl)amino)ethyl)-2-morpholino-4-oxo-4H-chromene-6-carboxamide

Base Information

Chemical Name:N-(2-(dimethylamino)ethyl)-8-(1-((4-fluorophenyl)(methyl)amino)ethyl)-2-morpholino-4-oxo-4H-chromene-6-carboxamide
CAS No.:1296270-38-6
Molecular Formula:C₂₇H₃₃FN₄O₄
Molecular Weight:496.582
Hs Code.:

Synonyms:N-(2-(dimethylamino)ethyl)-8-(1-((4-fluorophenyl)(methyl)amino)ethyl)-2-morpholino-4-oxo-4H-chromene-6-carboxamide

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Chemical Property of N-(2-(dimethylamino)ethyl)-8-(1-((4-fluorophenyl)(methyl)amino)ethyl)-2-morpholino-4-oxo-4H-chromene-6-carboxamide

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Technology Process of N-(2-(dimethylamino)ethyl)-8-(1-((4-fluorophenyl)(methyl)amino)ethyl)-2-morpholino-4-oxo-4H-chromene-6-carboxamide

There total 16 articles about N-(2-(dimethylamino)ethyl)-8-(1-((4-fluorophenyl)(methyl)amino)ethyl)-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: 53.1%

: 1296271-48-1
8-(1-bromoethyl)-N-(2-(dimethylamino)ethyl)-2-morpholino-4-oxo-4H-chromene-6-carboxamide hydrobromide

: 459-59-6
4-fluoro-N-methylaniline

: 1296270-38-6
N-(2-(dimethylamino)ethyl)-8-(1-((4-fluorophenyl)(methyl)amino)ethyl)-2-morpholino-4-oxo-4H-chromene-6-carboxamide

Guidance literature:: In 1-methyl-pyrrolidin-2-one; at 20 - 45 ℃; for 5h;

Reference yield:

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

: 1296270-38-6
N-(2-(dimethylamino)ethyl)-8-(1-((4-fluorophenyl)(methyl)amino)ethyl)-2-morpholino-4-oxo-4H-chromene-6-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: triethylamine / palladium diacetate; (diphenylphosphin)ferrocene / diethyl ether; ethanol / 70 °C / Inert atmosphere

1.2: 2 h

2.1: bromine; pyridine / dichloromethane / 2 h / 0 - 20 °C

2.2: 5 °C

3.1: boron trifluoride diethyl etherate / toluene; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; methanol / 20 °C / Inert atmosphere

3.2: 12 h / 90 °C

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

4.2: 0.5 h / 45 °C

5.1: sodium tetrahydroborate / methanol / 0.33 h / -15 °C

5.2: -15 - 20 °C

5.3: pH 2 - 3

6.1: O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / dichloromethane / 1.5 h / 25 °C / Inert atmosphere

6.2: 0.5 h / 25 °C

7.1: phosphorus tribromide / dichloromethane / 96 h / 25 °C

8.1: 1-methyl-pyrrolidin-2-one / 5 h / 20 - 45 °C

With pyridine; sodium tetrahydroborate; boron trifluoride diethyl etherate; bromine; phosphorus tribromide; O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; (diphenylphosphin)ferrocene; palladium diacetate; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; methanol; diethyl ether; ethanol; dichloromethane; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; toluene;

Reference yield:

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

: 1296270-38-6
N-(2-(dimethylamino)ethyl)-8-(1-((4-fluorophenyl)(methyl)amino)ethyl)-2-morpholino-4-oxo-4H-chromene-6-carboxamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: bromine / dichloromethane / 36 h / 0 - 20 °C / Inert atmosphere

2.1: triethylamine / palladium diacetate; (diphenylphosphin)ferrocene / diethyl ether; ethanol / 70 °C / Inert atmosphere

2.2: 2 h

3.1: bromine; pyridine / dichloromethane / 2 h / 0 - 20 °C

3.2: 5 °C

4.1: boron trifluoride diethyl etherate / toluene; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; methanol / 20 °C / Inert atmosphere

4.2: 12 h / 90 °C

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

5.2: 0.5 h / 45 °C

6.1: sodium tetrahydroborate / methanol / 0.33 h / -15 °C

6.2: -15 - 20 °C

6.3: pH 2 - 3

7.1: O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / dichloromethane / 1.5 h / 25 °C / Inert atmosphere

7.2: 0.5 h / 25 °C

8.1: phosphorus tribromide / dichloromethane / 96 h / 25 °C

9.1: 1-methyl-pyrrolidin-2-one / 5 h / 20 - 45 °C

With pyridine; sodium tetrahydroborate; boron trifluoride diethyl etherate; bromine; phosphorus tribromide; O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; (diphenylphosphin)ferrocene; palladium diacetate; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; methanol; diethyl ether; ethanol; dichloromethane; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; toluene;