3-(5-amino-4-fluoro-2-methylphenyl)-N-(4-methoxybenzyl)-N,2-dimethyl[1,6]naphthyridin-7-amine

Base Information

Chemical Name:3-(5-amino-4-fluoro-2-methylphenyl)-N-(4-methoxybenzyl)-N,2-dimethyl[1,6]naphthyridin-7-amine
CAS No.:1455036-17-5
Molecular Formula:C₂₅H₂₅FN₄O
Molecular Weight:416.498
Hs Code.:

Synonyms:3-(5-amino-4-fluoro-2-methylphenyl)-N-(4-methoxybenzyl)-N,2-dimethyl[1,6]naphthyridin-7-amine

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Chemical Property of 3-(5-amino-4-fluoro-2-methylphenyl)-N-(4-methoxybenzyl)-N,2-dimethyl[1,6]naphthyridin-7-amine

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Technology Process of 3-(5-amino-4-fluoro-2-methylphenyl)-N-(4-methoxybenzyl)-N,2-dimethyl[1,6]naphthyridin-7-amine

There total 13 articles about 3-(5-amino-4-fluoro-2-methylphenyl)-N-(4-methoxybenzyl)-N,2-dimethyl[1,6]naphthyridin-7-amine 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: 62.0%

: 702-24-9
4-methoxy-N-methylbenzylamine

: 1455035-98-9
5-(7-chloro-2-methyl[1,6]naphthyridin-3-yl)-2-fluoro-4-methylaniline

: 1455036-17-5
3-(5-amino-4-fluoro-2-methylphenyl)-N-(4-methoxybenzyl)-N,2-dimethyl[1,6]naphthyridin-7-amine

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; at 185 ℃; for 72h;
DOI:10.1021/acs.jmedchem.5b00067

Reference yield:

: 452-63-1
2-Bromo-5-fluorotoluene

: 1455036-17-5
3-(5-amino-4-fluoro-2-methylphenyl)-N-(4-methoxybenzyl)-N,2-dimethyl[1,6]naphthyridin-7-amine

Guidance literature:: Multi-step reaction with 5 steps

1: nitric acid; sulfuric acid / 0.83 h / -5 - 20 °C

2: hydrogen / ethanol / 2062.71 Torr

3: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 100 °C / Inert atmosphere

4: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water / 1 h / 60 °C / Inert atmosphere

5: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 72 h / 185 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sulfuric acid; hydrogen; nitric acid; potassium acetate; potassium carbonate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; ethanol; water;
DOI:10.1021/acs.jmedchem.5b00067

Reference yield:

: 1455035-96-7
7-chloro-2-methyl[1,6]naphthyridin-3-yl trifluoromethanesulfonate

: 1455036-17-5
3-(5-amino-4-fluoro-2-methylphenyl)-N-(4-methoxybenzyl)-N,2-dimethyl[1,6]naphthyridin-7-amine

Guidance literature:: Multi-step reaction with 2 steps

1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water / 1 h / 60 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 72 h / 185 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; water;
DOI:10.1021/acs.jmedchem.5b00067