(S)-N,N-diethyl-4-(3-(3-ethyl-5-methyl-4-(oxiran-2-ylmethoxy)phenyl)-1,2,4-oxadiazol-5-yl)-6-methylpyridin-2-amine

Base Information

Chemical Name:(S)-N,N-diethyl-4-(3-(3-ethyl-5-methyl-4-(oxiran-2-ylmethoxy)phenyl)-1,2,4-oxadiazol-5-yl)-6-methylpyridin-2-amine
CAS No.:1062670-10-3
Molecular Formula:C₂₄H₃₀N₄O₃
Molecular Weight:422.527
Hs Code.:

Synonyms:(S)-N,N-diethyl-4-(3-(3-ethyl-5-methyl-4-(oxiran-2-ylmethoxy)phenyl)-1,2,4-oxadiazol-5-yl)-6-methylpyridin-2-amine

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Chemical Property of (S)-N,N-diethyl-4-(3-(3-ethyl-5-methyl-4-(oxiran-2-ylmethoxy)phenyl)-1,2,4-oxadiazol-5-yl)-6-methylpyridin-2-amine

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Technology Process of (S)-N,N-diethyl-4-(3-(3-ethyl-5-methyl-4-(oxiran-2-ylmethoxy)phenyl)-1,2,4-oxadiazol-5-yl)-6-methylpyridin-2-amine

There total 25 articles about (S)-N,N-diethyl-4-(3-(3-ethyl-5-methyl-4-(oxiran-2-ylmethoxy)phenyl)-1,2,4-oxadiazol-5-yl)-6-methylpyridin-2-amine 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: 98.0%

: 51594-55-9,24969-06-0,13403-37-7
(R)-(-)-epichlorohydrin

: 1062669-89-9
4-(5-(2-(diethylamino)-6-methylpyridin-4-yl)-1,2,4-oxadiazol-3-yl)-2-ethyl-6-methylphenol

: 1062670-10-3
(S)-N,N-diethyl-4-(3-(3-ethyl-5-methyl-4-(oxiran-2-ylmethoxy)phenyl)-1,2,4-oxadiazol-5-yl)-6-methylpyridin-2-amine

Guidance literature:: (R)-(-)-epichlorohydrin; 4-(5-(2-(diethylamino)-6-methylpyridin-4-yl)-1,2,4-oxadiazol-3-yl)-2-ethyl-6-methylphenol; With tetramethlyammonium chloride; at 25 ℃; for 48h;

With sodium hydroxide; In methanol; at 0 - 20 ℃; for 1h;
DOI:10.1021/op200326s

Reference yield: 83.0%

: 1062669-89-9
4-(5-(2-(diethylamino)-6-methylpyridin-4-yl)-1,2,4-oxadiazol-3-yl)-2-ethyl-6-methylphenol

: 57044-25-4
(R)-oxiranemethanol

: 1062670-10-3
(S)-N,N-diethyl-4-(3-(3-ethyl-5-methyl-4-(oxiran-2-ylmethoxy)phenyl)-1,2,4-oxadiazol-5-yl)-6-methylpyridin-2-amine

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene; at 0 ℃; for 0.333333h;
DOI:10.1021/op200326s

Reference yield:

: 70598-49-1
4-bromo-2-ethyl-6-methylphenylamine

: 1062670-10-3
(S)-N,N-diethyl-4-(3-(3-ethyl-5-methyl-4-(oxiran-2-ylmethoxy)phenyl)-1,2,4-oxadiazol-5-yl)-6-methylpyridin-2-amine

Guidance literature:: Multi-step reaction with 6 steps

1.1: copper(l) iodide; potassium iodide; N,N`-dimethylethylenediamine / toluene / 20 - 115 °C / Large scale reaction

2.1: sulfuric acid; sodium nitrite / water; acetonitrile / 0.5 h / 50 - 55 °C

3.1: hydroxylamine hydrochloride; triethylamine / methanol / 7.5 h / 65 °C / Large scale reaction

4.1: benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide / tetrahydrofuran / 2 h / -5 - 0 °C

5.1: tetrahydrofuran / 30 h / Reflux

6.1: tetramethlyammonium chloride / 48 h / 25 °C

6.2: 1 h / 0 - 20 °C

With copper(l) iodide; sulfuric acid; hydroxylamine hydrochloride; tetramethlyammonium chloride; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; potassium iodide; N,N`-dimethylethylenediamine; sodium nitrite; In tetrahydrofuran; methanol; water; toluene; acetonitrile;
DOI:10.1021/op200326s