Technology Process of 4-(8-ethyl-1,7-naphthyridin-6-yl)benzoic acid
There total 9 articles about 4-(8-ethyl-1,7-naphthyridin-6-yl)benzoic acid 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:
- Guidance literature:
-
methyl 4-(8-ethyl-1,7-naphthyridin-6-yl)benzoate;
With
lithium hydroxide monohydrate;
In
tetrahydrofuran; methanol; water;
at 20 ℃;
for 20h;
Inert atmosphere;
With
hydrogenchloride;
In
water;
DOI:10.1021/jm200070e
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: N,N-diethylcarbamyl chloride / toluene / 18 h / 20 - 60 °C / Inert atmosphere
2.1: hydrogen bromide; acetic acid / 1 h / 20 - 30 °C / Inert atmosphere
2.2: 0.5 h
3.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / 15 h / 50 - 70 °C / Inert atmosphere; Autoclave
4.1: tetrabutyl ammonium fluoride; water / tetrahydrofuran / 0.17 h / Inert atmosphere
5.1: palladium 10% on activated carbon; hydrogen / ethanol / 10 h / 20 °C / 760.05 Torr
6.1: sodium nitrite / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere
7.1: sodium carbonate; triphenylphosphine; bis(dibenzylideneacetone)-palladium(0) / tetrahydrofuran; water / 17 h / Inert atmosphere; Reflux
8.1: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 20 h / 20 °C / Inert atmosphere
With
bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; lithium hydroxide monohydrate; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; water; hydrogen bromide; hydrogen; sodium carbonate; acetic acid; N,N-diethylcarbamyl chloride; triethylamine; triphenylphosphine; bis(dibenzylideneacetone)-palladium(0); sodium nitrite;
In
tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide; toluene;
3.1: Sonogashira coupling / 7.1: Suzuki coupling;
DOI:10.1021/jm200070e
- Guidance literature:
-
Multi-step reaction with 2 steps
1: sodium carbonate; triphenylphosphine; bis(dibenzylideneacetone)-palladium(0) / tetrahydrofuran; water / 17 h / Inert atmosphere; Reflux
2: lithium hydroxide monohydrate / tetrahydrofuran; methanol; water / 20 h / 20 °C / Inert atmosphere
With
lithium hydroxide monohydrate; sodium carbonate; triphenylphosphine; bis(dibenzylideneacetone)-palladium(0);
In
tetrahydrofuran; methanol; water;
1: Suzuki coupling;
DOI:10.1021/jm200070e
