ethyl 3-(5-amino-2-((4-(methoxymethoxy)-2-methylphenyl)ethynyl)-benzo[f][1,7] naphthyridin-8-yl)propanoate

Base Information

Chemical Name:ethyl 3-(5-amino-2-((4-(methoxymethoxy)-2-methylphenyl)ethynyl)-benzo[f][1,7] naphthyridin-8-yl)propanoate
CAS No.:1258595-05-9
Molecular Formula:C₂₈H₂₇N₃O₄
Molecular Weight:469.54
Hs Code.:

Synonyms:ethyl 3-(5-amino-2-((4-(methoxymethoxy)-2-methylphenyl)ethynyl)-benzo[f][1,7] naphthyridin-8-yl)propanoate

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Chemical Property of ethyl 3-(5-amino-2-((4-(methoxymethoxy)-2-methylphenyl)ethynyl)-benzo[f][1,7] naphthyridin-8-yl)propanoate

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Technology Process of ethyl 3-(5-amino-2-((4-(methoxymethoxy)-2-methylphenyl)ethynyl)-benzo[f][1,7] naphthyridin-8-yl)propanoate

There total 9 articles about ethyl 3-(5-amino-2-((4-(methoxymethoxy)-2-methylphenyl)ethynyl)-benzo[f][1,7] naphthyridin-8-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: 60.0%

: 1258595-04-8
3-chloro-5-((4-(methoxymethoxy)-2-methylphenyl)ethynyl)picolinonitrile

: 1258595-01-5
ethyl 3-(3-(tert-butoxycarbonylamino)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoate

: 1258595-05-9
ethyl 3-(5-amino-2-((4-(methoxymethoxy)-2-methylphenyl)ethynyl)-benzo[f][1,7] naphthyridin-8-yl)propanoate

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2-dicyclohexylphosphino-2′,6′-diisopropoxy-1,1′-biphenyl; sodium hydrogencarbonate; In water; butan-1-ol; at 100 ℃;
DOI:10.1021/acs.jmedchem.6b00489

Reference yield:

: 58402-70-3
4-bromo-1-(methoxymethoxy)-3-methylbenzene

: 1258595-05-9
ethyl 3-(5-amino-2-((4-(methoxymethoxy)-2-methylphenyl)ethynyl)-benzo[f][1,7] naphthyridin-8-yl)propanoate

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 60 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.75 h / 0 - 20 °C

3: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 60 °C / Inert atmosphere

4: sodium hydrogencarbonate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / butan-1-ol; water / 100 °C

With tetrabutyl ammonium fluoride; sodium hydrogencarbonate; triethylamine; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; bis-triphenylphosphine-palladium(II) chloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(l) iodide; In tetrahydrofuran; water; N,N-dimethyl-formamide; butan-1-ol;

Reference yield:

: 1258594-99-8
(E)-ethyl 3-(3-(tert-butoxycarbonylamino)-4-chlorophenyl)acrylate

: 1258595-05-9
ethyl 3-(5-amino-2-((4-(methoxymethoxy)-2-methylphenyl)ethynyl)-benzo[f][1,7] naphthyridin-8-yl)propanoate

Guidance literature:: Multi-step reaction with 3 steps

1: hydrogen / Wilkinson's catalyst / ethyl acetate; ethanol / 24 h / 20 °C

2: potassium acetate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / 1,4-dioxane / 100 °C

3: sodium hydrogencarbonate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / butan-1-ol; water / 100 °C

With hydrogen; potassium acetate; sodium hydrogencarbonate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; Wilkinson's catalyst; XPhos; In 1,4-dioxane; ethanol; water; ethyl acetate; butan-1-ol;