2-amino-7-(3-chloro-4-hydroxy-phenyl)-1-ethyl-3-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazol-2-yl]-1H-[1,8]naphthyridin-4-one

Base Information

• Chemical Name: 2-amino-7-(3-chloro-4-hydroxy-phenyl)-1-ethyl-3-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazol-2-yl]-1H-[1,8]naphthyridin-4-one
• CAS No.: 1412454-13-7
• Molecular Formula: C₂₅H₃₀ClN₅O₃Si
• Molecular Weight: 512.083
• Mol file: 1412454-13-7.mol

Synonyms:2-amino-7-(3-chloro-4-hydroxy-phenyl)-1-ethyl-3-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazol-2-yl]-1H-[1,8]naphthyridin-4-one

Chemical Property of 2-amino-7-(3-chloro-4-hydroxy-phenyl)-1-ethyl-3-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazol-2-yl]-1H-[1,8]naphthyridin-4-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-amino-7-(3-chloro-4-hydroxy-phenyl)-1-ethyl-3-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazol-2-yl]-1H-[1,8]naphthyridin-4-one

There total 8 articles about 2-amino-7-(3-chloro-4-hydroxy-phenyl)-1-ethyl-3-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazol-2-yl]-1H-[1,8]naphthyridin-4-one 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:

(3-chloro-4-hydroxyphenyl)boronic acid (182344-13-4) + 2-amino-7-chloro-1-ethyl-3-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazol-2-yl]-1H-[1,8]naphthyridin-4-one (1308917-74-9) → 2-amino-7-(3-chloro-4-hydroxy-phenyl)-1-ethyl-3-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazol-2-yl]-1H-[1,8]naphthyridin-4-one (1412454-13-7)

Guidance literature:

With potassium phosphate; tricyclohexylphosphine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In 1,4-dioxane; water; at 85 ℃; for 8h;

Reference yield:

2,6-dichloropyridine-3-carboxylic acid (38496-18-3) → 2-amino-7-(3-chloro-4-hydroxy-phenyl)-1-ethyl-3-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazol-2-yl]-1H-[1,8]naphthyridin-4-one (1412454-13-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: water / 72 h / 20 °C

2.1: pyridine; trifluoro-[1,3,5]triazine / dichloromethane / 3 h / 20 °C

3.1: potassium tert-butylate / tetrahydrofuran / 0.75 h / 0 - 20 °C

3.2: 20 °C

4.1: potassium tert-butylate / tetrahydrofuran / 48 h / 0 - 20 °C

5.1: tricyclohexylphosphine; potassium phosphate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane; water / 8 h / 85 °C

With pyridine; potassium phosphate; trifluoro-[1,3,5]triazine; potassium tert-butylate; tricyclohexylphosphine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water;

Reference yield:

(2-trimethylethylsilylethoxy)methyl chloride (76513-69-4) → 2-amino-7-(3-chloro-4-hydroxy-phenyl)-1-ethyl-3-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazol-2-yl]-1H-[1,8]naphthyridin-4-one (1412454-13-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 1.5 h / 20 °C

1.2: 1 h / 20 °C

2.1: potassium tert-butylate / 1,2-dimethoxyethane / 2 h / -60 °C

2.2: 26 h / 0 - 40 °C

3.1: potassium tert-butylate / tetrahydrofuran / 0.75 h / 0 - 20 °C

3.2: 20 °C

4.1: potassium tert-butylate / tetrahydrofuran / 48 h / 0 - 20 °C

5.1: tricyclohexylphosphine; potassium phosphate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane; water / 8 h / 85 °C

With potassium phosphate; potassium tert-butylate; sodium hydride; tricyclohexylphosphine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide;

upstream raw materials:

(2-trimethylethylsilylethoxy)methyl chloride

1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole-2-carbaldehyde

(3-chloro-4-hydroxyphenyl)boronic acid

2-amino-7-chloro-1-ethyl-3-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazol-2-yl]-1H-[1,8]naphthyridin-4-one

Downstream raw materials:

2-amino-7-(3-chloro-4-hydroxy-phenyl)-1-ethyl-3-(1H-imidazol-2-yl)-1H-[1,8]naphthyridin-4-one