Technology Process of Propanamide,
N-[5-ethyl-2-methoxy-6-methyl-4-(phenylmethyl)-3-pyridinyl]-2,2-dimethyl
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There total 10 articles about Propanamide,
N-[5-ethyl-2-methoxy-6-methyl-4-(phenylmethyl)-3-pyridinyl]-2,2-dimethyl
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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:
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5-ethyl-2-methoxy-6-methyl-3-pivaloylaminopyridine;
With
n-butyllithium; N,N,N,N,-tetramethylethylenediamine;
In
tetrahydrofuran; hexane;
at -78 - 0 ℃;
for 1h;
With
copper(I) iodide dimethyl sulfide complex;
In
tetrahydrofuran; hexane;
at -78 - 0 ℃;
for 0.5h;
benzyl bromide;
In
tetrahydrofuran; hexane;
at -78 - 20 ℃;
for 14h;
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; n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 - 0 °C
8.2: CuI:dimethyl sulfide complex / tetrahydrofuran; hexane / 0.5 h / -78 - 0 °C
8.3: 53 percent / tetrahydrofuran; hexane / 14 h / -78 - 20 °C
With
hydrogenchloride; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; sulfuric acid; N-benzyl-N,N,N-triethylammonium chloride; hydrogen; nitric acid; piperdinium acetate; triethylamine; trichlorophosphate;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water;
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: complexation / 8.3: Alkylation;
DOI:10.1016/S0040-4020(97)00771-0
- Guidance literature:
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Multi-step reaction with 4 steps
1.1: 99 percent / methanol / 64 h / 20 °C
2.1: 99 percent / H2 / Pd/C / methanol; tetrahydrofuran
3.1: 96 percent / NEt3 / CH2Cl2 / 0.25 h / 0 °C
4.1: TMEDA; n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 - 0 °C
4.2: CuI:dimethyl sulfide complex / tetrahydrofuran; hexane / 0.5 h / -78 - 0 °C
4.3: 53 percent / tetrahydrofuran; hexane / 14 h / -78 - 20 °C
With
n-butyllithium; N,N,N,N,-tetramethylethylenediamine; hydrogen; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; hexane; dichloromethane;
1.1: Substitution / 2.1: Hydrogenation / 3.1: Acylation / 4.1: Metallation / 4.2: complexation / 4.3: Alkylation;
DOI:10.1016/S0040-4020(97)00771-0
