methyl 6-hydroxy-3'-{4-[(3-methoxyphenyl)amino]-5-oxo-5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl}biphenyl-3-carboxylate

Base Information

Chemical Name:methyl 6-hydroxy-3'-{4-[(3-methoxyphenyl)amino]-5-oxo-5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl}biphenyl-3-carboxylate
CAS No.:1345014-82-5
Molecular Formula:C₂₉H₂₅N₃O₅
Molecular Weight:495.535
Hs Code.:

Synonyms:methyl 6-hydroxy-3'-{4-[(3-methoxyphenyl)amino]-5-oxo-5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl}biphenyl-3-carboxylate

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Chemical Property of methyl 6-hydroxy-3'-{4-[(3-methoxyphenyl)amino]-5-oxo-5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl}biphenyl-3-carboxylate

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Technology Process of methyl 6-hydroxy-3'-{4-[(3-methoxyphenyl)amino]-5-oxo-5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl}biphenyl-3-carboxylate

There total 8 articles about methyl 6-hydroxy-3'-{4-[(3-methoxyphenyl)amino]-5-oxo-5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl}biphenyl-3-carboxylate 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: 39.0%

: 1345014-21-2
methyl 4-hydroxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

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

: 1345014-82-5
methyl 6-hydroxy-3'-{4-[(3-methoxyphenyl)amino]-5-oxo-5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl}biphenyl-3-carboxylate

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: 39.0%

: 1345014-82-5
methyl 6-hydroxy-3'-{4-[(3-methoxyphenyl)amino]-5-oxo-5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl}biphenyl-3-carboxylate

Guidance literature:

Reference yield:

: 1345013-96-8
tert-Butyl 2-(3-bromophenyl)-4-(methylthio)-5-oxo-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate

: 1345014-82-5
methyl 6-hydroxy-3'-{4-[(3-methoxyphenyl)amino]-5-oxo-5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl}biphenyl-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 2.5 h / 5 - 20 °C

2: ethanol / 9 h / 160 °C / Microwave irradiation

3: 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; caesium carbonate; 3-chloro-benzenecarboperoxoic acid; In 1,4-dioxane; ethanol; dichloromethane; 3: |Suzuki Coupling;
DOI:10.1021/acs.jmedchem.7b01751