ethyl 3-(1-methyl-4-oxo-3-(2-(trifluoromethyl)biphenyl-4-ylcarbamoyl)-1,4-dihydro-1,6-naphthyridin-7-yl)propanoate

Base Information

Chemical Name:ethyl 3-(1-methyl-4-oxo-3-(2-(trifluoromethyl)biphenyl-4-ylcarbamoyl)-1,4-dihydro-1,6-naphthyridin-7-yl)propanoate
CAS No.:1351945-47-5
Molecular Formula:C₂₈H₂₄F₃N₃O₄
Molecular Weight:523.511
Hs Code.:

Synonyms:ethyl 3-(1-methyl-4-oxo-3-(2-(trifluoromethyl)biphenyl-4-ylcarbamoyl)-1,4-dihydro-1,6-naphthyridin-7-yl)propanoate

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Chemical Property of ethyl 3-(1-methyl-4-oxo-3-(2-(trifluoromethyl)biphenyl-4-ylcarbamoyl)-1,4-dihydro-1,6-naphthyridin-7-yl)propanoate

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Technology Process of ethyl 3-(1-methyl-4-oxo-3-(2-(trifluoromethyl)biphenyl-4-ylcarbamoyl)-1,4-dihydro-1,6-naphthyridin-7-yl)propanoate

There total 7 articles about ethyl 3-(1-methyl-4-oxo-3-(2-(trifluoromethyl)biphenyl-4-ylcarbamoyl)-1,4-dihydro-1,6-naphthyridin-7-yl)propanoate 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:

: 2-(trifluoromethyl)biphenyl-4-amine

: 1351945-47-5
ethyl 3-(1-methyl-4-oxo-3-(2-(trifluoromethyl)biphenyl-4-ylcarbamoyl)-1,4-dihydro-1,6-naphthyridin-7-yl)propanoate

Guidance literature:: Multi-step reaction with 5 steps

1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 17 h / 60 °C

2: bis(tri-t-butylphosphine)palladium⁽⁰⁾; cesium fluoride / 1,4-dioxane / 21.5 h / 20 - 80 °C / Inert atmosphere

3: sodium periodate; osmium(VIII) oxide / tetrahydrofuran; water / 4.5 h / 20 - 60 °C

4: 1,8-diazabicyclo[5.4.0] undec-7-ene; diethoxyphosphoryl-acetic acid ethyl ester; lithium chloride / acetonitrile / 1 h / 20 °C

5: palladium 10% on activated carbon; hydrogen / ethanol / 8 h / Inert atmosphere

With sodium periodate; osmium(VIII) oxide; diethoxyphosphoryl-acetic acid ethyl ester; bis(tri-t-butylphosphine)palladium⁽⁰⁾; palladium 10% on activated carbon; 1,8-diazabicyclo[5.4.0] undec-7-ene; hydrogen; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; cesium fluoride; lithium chloride; In tetrahydrofuran; 1,4-dioxane; ethanol; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ml200252b

Reference yield:

: 1351945-46-4
(E)-ethyl 3-(1-methyl-4-oxo-3-(2-(trifluoromethyl)biphenyl-4-ylcarbamoyl)-1,4-dihydro-1,6-naphthyridin-7-yl)acrylate

: 1351945-47-5
ethyl 3-(1-methyl-4-oxo-3-(2-(trifluoromethyl)biphenyl-4-ylcarbamoyl)-1,4-dihydro-1,6-naphthyridin-7-yl)propanoate

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In ethanol; for 8h; Inert atmosphere;
DOI:10.1021/ml200252b

Reference yield:

: ethyl 7-bromo-1-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate

: 1351945-47-5
ethyl 3-(1-methyl-4-oxo-3-(2-(trifluoromethyl)biphenyl-4-ylcarbamoyl)-1,4-dihydro-1,6-naphthyridin-7-yl)propanoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium hydroxide monohydrate / methanol / 1 h / 60 °C

1.2: pH 6 / aq. phosphate buffer

2.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 17 h / 60 °C

3.1: bis(tri-t-butylphosphine)palladium⁽⁰⁾; cesium fluoride / 1,4-dioxane / 21.5 h / 20 - 80 °C / Inert atmosphere

4.1: sodium periodate; osmium(VIII) oxide / tetrahydrofuran; water / 4.5 h / 20 - 60 °C

5.1: 1,8-diazabicyclo[5.4.0] undec-7-ene; diethoxyphosphoryl-acetic acid ethyl ester; lithium chloride / acetonitrile / 1 h / 20 °C

6.1: palladium 10% on activated carbon; hydrogen / ethanol / 8 h / Inert atmosphere

With sodium periodate; osmium(VIII) oxide; diethoxyphosphoryl-acetic acid ethyl ester; bis(tri-t-butylphosphine)palladium⁽⁰⁾; lithium hydroxide monohydrate; palladium 10% on activated carbon; 1,8-diazabicyclo[5.4.0] undec-7-ene; hydrogen; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; cesium fluoride; lithium chloride; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ml200252b