N-[2-(dimethylamino)ethyl]-3'-{4-[(3-methoxyphenyl)amino]-5-oxo-5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl}biphenyl-3-carboxamide

Base Information

Chemical Name:N-[2-(dimethylamino)ethyl]-3'-{4-[(3-methoxyphenyl)amino]-5-oxo-5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl}biphenyl-3-carboxamide
CAS No.:1345014-55-2
Molecular Formula:C₃₂H₃₃N₅O₃
Molecular Weight:535.646
Hs Code.:

Synonyms:N-[2-(dimethylamino)ethyl]-3'-{4-[(3-methoxyphenyl)amino]-5-oxo-5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl}biphenyl-3-carboxamide

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Chemical Property of N-[2-(dimethylamino)ethyl]-3'-{4-[(3-methoxyphenyl)amino]-5-oxo-5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl}biphenyl-3-carboxamide

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Technology Process of N-[2-(dimethylamino)ethyl]-3'-{4-[(3-methoxyphenyl)amino]-5-oxo-5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl}biphenyl-3-carboxamide

There total 8 articles about N-[2-(dimethylamino)ethyl]-3'-{4-[(3-methoxyphenyl)amino]-5-oxo-5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl}biphenyl-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: 80.0%

: 840521-76-8
N-(2-(dimethylamino)ethyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

: 1345014-48-3
2-(3-bromophenyl)-4-[(3-methoxyphenyl)amino]-7,8-dihydro-1,6-naphthyridin-5(6H)-one

: 1345014-55-2
N-[2-(dimethylamino)ethyl]-3'-{4-[(3-methoxyphenyl)amino]-5-oxo-5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl}biphenyl-3-carboxamide

Guidance literature:: With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; In 1,4-dioxane; at 90 ℃; for 3h; Sealed tube; Inert atmosphere;
DOI:10.1021/acs.jmedchem.7b01751

Reference yield: 80.0%

: 1345014-55-2
N-[2-(dimethylamino)ethyl]-3'-{4-[(3-methoxyphenyl)amino]-5-oxo-5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl}biphenyl-3-carboxamide

Guidance literature:

Reference yield:

: 269409-73-6
3-carboxyphenylboronic acid pinacol ester

: 1345014-55-2
N-[2-(dimethylamino)ethyl]-3'-{4-[(3-methoxyphenyl)amino]-5-oxo-5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl}biphenyl-3-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 3 h / 20 °C

2: caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 3 h / 90 °C / Sealed tube; Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; N,N-dimethyl-formamide; 2: |Suzuki Coupling;
DOI:10.1021/acs.jmedchem.7b01751