Technology Process of 5-ethyl-6-(1-phenethyl)-3-pivaloylaminopyridin-2(1H)-one
There total 9 articles about 5-ethyl-6-(1-phenethyl)-3-pivaloylaminopyridin-2(1H)-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 88 percent / aq. hydrochloric acid / 48 h / Heating
2.1: 81 percent / conc. sulfuric acid; nitric acid (d=1.52) / 1.5 h / 0 °C
3.1: 88 percent / POCl3; BnEt3NCl / Heating
4.1: 99 percent / methanol / 64 h / 20 °C
5.1: 99 percent / H2 / Pd/C / methanol; tetrahydrofuran
6.1: 96 percent / NEt3 / CH2Cl2 / 0.25 h / 0 °C
7.1: TMEDA; t-butyllithium / tetrahydrofuran; pentane / 2.75 h / -78 - -10 °C
7.2: 28 percent / tetrahydrofuran; pentane / 14 h / -78 - 20 °C
With
hydrogenchloride; N,N,N,N,-tetramethylethylenediamine; sulfuric acid; N-benzyl-N,N,N-triethylammonium chloride; hydrogen; tert.-butyl lithium; nitric acid; triethylamine; trichlorophosphate;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; pentane;
1.1: Hydrolysis / 2.1: Nitration / 3.1: Chlorination / 4.1: Substitution / 5.1: Hydrogenation / 6.1: Acylation / 7.1: Metallation / 7.2: Alkylation;
DOI:10.1016/S0040-4020(97)00771-0
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 61 percent / piperidinium acetate / H2O / 16 h / Heating
2.1: 88 percent / aq. hydrochloric acid / 48 h / Heating
3.1: 81 percent / conc. sulfuric acid; nitric acid (d=1.52) / 1.5 h / 0 °C
4.1: 88 percent / POCl3; BnEt3NCl / Heating
5.1: 99 percent / methanol / 64 h / 20 °C
6.1: 99 percent / H2 / Pd/C / methanol; tetrahydrofuran
7.1: 96 percent / NEt3 / CH2Cl2 / 0.25 h / 0 °C
8.1: TMEDA; t-butyllithium / tetrahydrofuran; pentane / 2.75 h / -78 - -10 °C
8.2: 28 percent / tetrahydrofuran; pentane / 14 h / -78 - 20 °C
With
hydrogenchloride; N,N,N,N,-tetramethylethylenediamine; sulfuric acid; N-benzyl-N,N,N-triethylammonium chloride; hydrogen; tert.-butyl lithium; nitric acid; piperdinium acetate; triethylamine; trichlorophosphate;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; water; pentane;
1.1: Cyclization / 2.1: Hydrolysis / 3.1: Nitration / 4.1: Chlorination / 5.1: Substitution / 6.1: Hydrogenation / 7.1: Acylation / 8.1: Metallation / 8.2: Alkylation;
DOI:10.1016/S0040-4020(97)00771-0
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 88 percent / POCl3; BnEt3NCl / Heating
2.1: 99 percent / methanol / 64 h / 20 °C
3.1: 99 percent / H2 / Pd/C / methanol; tetrahydrofuran
4.1: 96 percent / NEt3 / CH2Cl2 / 0.25 h / 0 °C
5.1: TMEDA; t-butyllithium / tetrahydrofuran; pentane / 2.75 h / -78 - -10 °C
5.2: 28 percent / tetrahydrofuran; pentane / 14 h / -78 - 20 °C
With
N,N,N,N,-tetramethylethylenediamine; N-benzyl-N,N,N-triethylammonium chloride; hydrogen; tert.-butyl lithium; triethylamine; trichlorophosphate;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; pentane;
1.1: Chlorination / 2.1: Substitution / 3.1: Hydrogenation / 4.1: Acylation / 5.1: Metallation / 5.2: Alkylation;
DOI:10.1016/S0040-4020(97)00771-0