8-(1-(S)-(3,5-difluorophenylamino)ethyl)-N,N-dimethyl-2-((R)-2-methylmorpholino)-4-oxo-4H-chromene-6-carboxamide

Base Information

Chemical Name:8-(1-(S)-(3,5-difluorophenylamino)ethyl)-N,N-dimethyl-2-((R)-2-methylmorpholino)-4-oxo-4H-chromene-6-carboxamide
CAS No.:1296272-03-1
Molecular Formula:C₂₅H₂₇F₂N₃O₄
Molecular Weight:471.504
Hs Code.:

Synonyms:8-(1-(S)-(3,5-difluorophenylamino)ethyl)-N,N-dimethyl-2-((R)-2-methylmorpholino)-4-oxo-4H-chromene-6-carboxamide

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Chemical Property of 8-(1-(S)-(3,5-difluorophenylamino)ethyl)-N,N-dimethyl-2-((R)-2-methylmorpholino)-4-oxo-4H-chromene-6-carboxamide

Chemical Property:

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Technology Process of 8-(1-(S)-(3,5-difluorophenylamino)ethyl)-N,N-dimethyl-2-((R)-2-methylmorpholino)-4-oxo-4H-chromene-6-carboxamide

There total 15 articles about 8-(1-(S)-(3,5-difluorophenylamino)ethyl)-N,N-dimethyl-2-((R)-2-methylmorpholino)-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:

: 1296271-26-5
8-(1-(3,5-difluorophenylamino)ethyl)-N,N-dimethyl-2-((R)-2-methylmorpholino)-4-oxo-4H-chromene-6-carboxamide

: 1296272-03-1
8-(1-(S)-(3,5-difluorophenylamino)ethyl)-N,N-dimethyl-2-((R)-2-methylmorpholino)-4-oxo-4H-chromene-6-carboxamide

: 1296272-02-0
8-(1-(R)-(3,5-difluorophenylamino)ethyl)-N,N-dimethyl-2-((R)-2-methylmorpholino)-4-oxo-4H-chromene-6-carboxamide

Guidance literature:: With CelluCoat 250 × 50 10 μm; In n-heptane; triethylamine; isopropyl alcohol; Resolution of diastereoisomers;

Reference yield:

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

: 1296272-03-1
8-(1-(S)-(3,5-difluorophenylamino)ethyl)-N,N-dimethyl-2-((R)-2-methylmorpholino)-4-oxo-4H-chromene-6-carboxamide

: 1296272-02-0
8-(1-(R)-(3,5-difluorophenylamino)ethyl)-N,N-dimethyl-2-((R)-2-methylmorpholino)-4-oxo-4H-chromene-6-carboxamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 1.25 h / -50 - 0 °C / Inert atmosphere

1.2: 24 h / -20 - 25 °C / Inert atmosphere

2.1: potassium carbonate / acetone / 2 h / 60 °C / Inert atmosphere

3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 2 h / 20 - 25 °C / Inert atmosphere

3.2: 3 h / 10 - 25 °C / Inert atmosphere

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

4.2: 1 h / 25 °C / Inert atmosphere

5.1: sodium tetrahydroborate / dichloromethane; methanol / -10 °C / Inert atmosphere

6.1: sodium hydroxide; water / methanol / 1 h / 25 °C / Inert atmosphere

7.1: O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 10 - 25 °C / Inert atmosphere

7.2: 10 - 25 °C / Inert atmosphere

8.1: phosphorus tribromide / 1,2-dichloro-ethane / 1 h / 50 °C / Inert atmosphere

9.1: N,N-dimethyl acetamide / 18 h / 50 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; water; sodium hexamethyldisilazane; phosphorus tribromide; potassium carbonate; O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl acetamide; 1,2-dichloro-ethane; acetone; 4.1: |Stille Cross Coupling / 4.2: |Stille Cross Coupling;
DOI:10.1021/jm501629p

Reference yield:

: 1296271-65-2
methyl 8-bromo-4-hydroxy-2-thioxo-2H-chromene-6-carboxylate

: 1296272-03-1
8-(1-(S)-(3,5-difluorophenylamino)ethyl)-N,N-dimethyl-2-((R)-2-methylmorpholino)-4-oxo-4H-chromene-6-carboxamide

: 1296272-02-0
8-(1-(R)-(3,5-difluorophenylamino)ethyl)-N,N-dimethyl-2-((R)-2-methylmorpholino)-4-oxo-4H-chromene-6-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: potassium carbonate / acetone / 2 h / 60 °C / Inert atmosphere

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 2 h / 20 - 25 °C / Inert atmosphere

2.2: 3 h / 10 - 25 °C / Inert atmosphere

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

3.2: 1 h / 25 °C / Inert atmosphere

4.1: sodium tetrahydroborate / dichloromethane; methanol / -10 °C / Inert atmosphere

5.1: sodium hydroxide; water / methanol / 1 h / 25 °C / Inert atmosphere

6.1: O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 10 - 25 °C / Inert atmosphere

6.2: 10 - 25 °C / Inert atmosphere

7.1: phosphorus tribromide / 1,2-dichloro-ethane / 1 h / 50 °C / Inert atmosphere

8.1: N,N-dimethyl acetamide / 18 h / 50 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; water; phosphorus tribromide; potassium carbonate; O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; sodium hydroxide; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl acetamide; 1,2-dichloro-ethane; acetone; 3.1: |Stille Cross Coupling / 3.2: |Stille Cross Coupling;
DOI:10.1021/jm501629p