N-[6-ethyl-4-(hydroxy-m-tolyl-methyl)-2-methoxy-5-methyl-pyridin-3-yl]-2,2-dimethyl-propionamide

Base Information

Chemical Name:N-[6-ethyl-4-(hydroxy-m-tolyl-methyl)-2-methoxy-5-methyl-pyridin-3-yl]-2,2-dimethyl-propionamide
CAS No.:858342-16-2
Molecular Formula:C₂₂H₃₀N₂O₃
Molecular Weight:370.492
Hs Code.:

<i>N</i>-[6-ethyl-4-(hydroxy-<i>m</i>-tolyl-methyl)-2-methoxy-5-methyl-pyridin-3-yl]-2,2-dimethyl-propionamide

Synonyms:N-[6-ethyl-4-(hydroxy-m-tolyl-methyl)-2-methoxy-5-methyl-pyridin-3-yl]-2,2-dimethyl-propionamide

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Chemical Property of N-[6-ethyl-4-(hydroxy-m-tolyl-methyl)-2-methoxy-5-methyl-pyridin-3-yl]-2,2-dimethyl-propionamide

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Technology Process of N-[6-ethyl-4-(hydroxy-m-tolyl-methyl)-2-methoxy-5-methyl-pyridin-3-yl]-2,2-dimethyl-propionamide

There total 7 articles about N-[6-ethyl-4-(hydroxy-m-tolyl-methyl)-2-methoxy-5-methyl-pyridin-3-yl]-2,2-dimethyl-propionamide 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: 36.0%

: 847740-88-9
N-(6-ethyl-2-methoxy-5-methyl-pyridin-3-yl)-2,2-dimethyl-propionamide

: 620-23-5
m-tolyl aldehyde

: 858342-16-2
N-[6-ethyl-4-(hydroxy-m-tolyl-methyl)-2-methoxy-5-methyl-pyridin-3-yl]-2,2-dimethyl-propionamide

Guidance literature:: N-(6-ethyl-2-methoxy-5-methyl-pyridin-3-yl)-2,2-dimethyl-propionamide; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; at 0 ℃; for 1h;

m-tolyl aldehyde; In tetrahydrofuran; at 0 ℃; for 3h;
DOI:10.1021/jm0408621

Reference yield:

: 99307-96-7
6-ethyl-5-methyl-2(1H)-pyridone

: 858342-16-2
N-[6-ethyl-4-(hydroxy-m-tolyl-methyl)-2-methoxy-5-methyl-pyridin-3-yl]-2,2-dimethyl-propionamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 57 percent / HNO₃; H₂SO₄ / 1 h / 5 °C

2.1: 73 percent / POCl₃; benzyltriethylammonium chloride / acetonitrile / 8 h / 80 °C

3.1: 98 percent / methanol / 8 h / 20 °C

4.1: 96 percent / H₂ / Raney Ni / methanol; tetrahydrofuran / 1 h / 20 °C / 1520 Torr

5.1: 95 percent / Et₃N / CH₂Cl₂ / 1 h / 5 °C

6.1: n-BuLi; TMEDA / tetrahydrofuran / 1 h / 0 °C

6.2: 36 percent / tetrahydrofuran / 3 h / 0 °C

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; sulfuric acid; N-benzyl-N,N,N-triethylammonium chloride; hydrogen; nitric acid; triethylamine; trichlorophosphate; nickel; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1021/jm0408621

Reference yield:

: 113124-05-3
6-ethyl-1,2-dihydro-5-methyl-2-oxo-3-pyridinecarbonitrile

: 858342-16-2
N-[6-ethyl-4-(hydroxy-m-tolyl-methyl)-2-methoxy-5-methyl-pyridin-3-yl]-2,2-dimethyl-propionamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: 74 percent / aq. HCl / 144 h / Heating

2.1: 57 percent / HNO₃; H₂SO₄ / 1 h / 5 °C

3.1: 73 percent / POCl₃; benzyltriethylammonium chloride / acetonitrile / 8 h / 80 °C

4.1: 98 percent / methanol / 8 h / 20 °C

5.1: 96 percent / H₂ / Raney Ni / methanol; tetrahydrofuran / 1 h / 20 °C / 1520 Torr

6.1: 95 percent / Et₃N / CH₂Cl₂ / 1 h / 5 °C

7.1: n-BuLi; TMEDA / tetrahydrofuran / 1 h / 0 °C

7.2: 36 percent / tetrahydrofuran / 3 h / 0 °C

With hydrogenchloride; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; sulfuric acid; N-benzyl-N,N,N-triethylammonium chloride; hydrogen; nitric acid; triethylamine; trichlorophosphate; nickel; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1021/jm0408621