1-methyl-4-oxo-N-(2-(trifluoromethyl)biphenyl-4-yl)-7-vinyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide

Base Information

Chemical Name:1-methyl-4-oxo-N-(2-(trifluoromethyl)biphenyl-4-yl)-7-vinyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide
CAS No.:1351945-25-9
Molecular Formula:C₂₅H₁₈F₃N₃O₂
Molecular Weight:449.432
Hs Code.:

Synonyms:1-methyl-4-oxo-N-(2-(trifluoromethyl)biphenyl-4-yl)-7-vinyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide

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Chemical Property of 1-methyl-4-oxo-N-(2-(trifluoromethyl)biphenyl-4-yl)-7-vinyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide

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Technology Process of 1-methyl-4-oxo-N-(2-(trifluoromethyl)biphenyl-4-yl)-7-vinyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide

There total 5 articles about 1-methyl-4-oxo-N-(2-(trifluoromethyl)biphenyl-4-yl)-7-vinyl-1,4-dihydro-1,6-naphthyridine-3-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: 70.0%

: 1351945-24-8
7-chloro-1-methyl-4-oxo-N-(2-(trifluoromethyl)-4-biphenylyl)-1,4-dihydro-1,6-naphthyridine-3-carboxamide

: 7486-35-3
tri-n-butyl(vinyl)tin

: 1351945-25-9
1-methyl-4-oxo-N-(2-(trifluoromethyl)biphenyl-4-yl)-7-vinyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide

Guidance literature:: With bis(tri-t-butylphosphine)palladium⁽⁰⁾; cesium fluoride; In 1,4-dioxane; at 95 ℃; for 2.16h; Inert atmosphere;
DOI:10.1021/ml200252b

Reference yield:

: 14432-12-3
4-Amino-2-chloropyridine

: 1351945-25-9
1-methyl-4-oxo-N-(2-(trifluoromethyl)biphenyl-4-yl)-7-vinyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: 20 h / 120 °C

1.2: 1 h / 220 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 6 h / 20 °C

3.1: potassium hydroxide / water / 0.25 h / 90 °C

4.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 8 h / 40 - 50 °C

5.1: bis(tri-t-butylphosphine)palladium⁽⁰⁾; cesium fluoride / 1,4-dioxane / 2.16 h / 95 °C / Inert atmosphere

With bis(tri-t-butylphosphine)palladium⁽⁰⁾; potassium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; cesium fluoride; potassium hydroxide; In 1,4-dioxane; water; N,N-dimethyl-formamide;
DOI:10.1021/ml200252b

Reference yield:

: 1351945-23-7
7-chloro-1-methyl-4-oxo-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid

: 1351945-25-9
1-methyl-4-oxo-N-(2-(trifluoromethyl)biphenyl-4-yl)-7-vinyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 8 h / 40 - 50 °C

2: bis(tri-t-butylphosphine)palladium⁽⁰⁾; cesium fluoride / 1,4-dioxane / 2.16 h / 95 °C / Inert atmosphere

With bis(tri-t-butylphosphine)palladium⁽⁰⁾; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; cesium fluoride; In 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1021/ml200252b