N-[4-((3-methylphenyl)hydroxymethyl)-2-methoxy-5,6-dimethylpyridin-3-yl]-2,2-dimethylpropionamide

Base Information

Chemical Name:N-[4-((3-methylphenyl)hydroxymethyl)-2-methoxy-5,6-dimethylpyridin-3-yl]-2,2-dimethylpropionamide
CAS No.:847741-01-9
Molecular Formula:C₂₁H₂₈N₂O₃
Molecular Weight:356.465
Hs Code.:

Synonyms:N-[4-((3-methylphenyl)hydroxymethyl)-2-methoxy-5,6-dimethylpyridin-3-yl]-2,2-dimethylpropionamide

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Chemical Property of N-[4-((3-methylphenyl)hydroxymethyl)-2-methoxy-5,6-dimethylpyridin-3-yl]-2,2-dimethylpropionamide

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Technology Process of N-[4-((3-methylphenyl)hydroxymethyl)-2-methoxy-5,6-dimethylpyridin-3-yl]-2,2-dimethylpropionamide

There total 7 articles about N-[4-((3-methylphenyl)hydroxymethyl)-2-methoxy-5,6-dimethylpyridin-3-yl]-2,2-dimethylpropionamide 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: 40.0%

: 847740-87-8
N-(2-methoxy-5,6-dimethylpyridin-3-yl)-2,2-dimethylpropionamide

: 620-23-5
m-tolyl aldehyde

: 847741-01-9
N-[4-((3-methylphenyl)hydroxymethyl)-2-methoxy-5,6-dimethylpyridin-3-yl]-2,2-dimethylpropionamide

Guidance literature:: N-(2-methoxy-5,6-dimethylpyridin-3-yl)-2,2-dimethylpropionamide; 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:

: 27992-31-0
5,6-dimethyl-2(1H)-pyridone

: 847741-01-9
N-[4-((3-methylphenyl)hydroxymethyl)-2-methoxy-5,6-dimethylpyridin-3-yl]-2,2-dimethylpropionamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 100 percent / HNO₃; H₂SO₄ / 1 h / 5 °C

2.1: 53 percent / POCl₃; benzyltriethylammonium chloride / acetonitrile / 8 h / 80 °C

3.1: 92 percent / methanol / 8 h / 20 °C

4.1: 100 percent / H₂ / Raney Ni / methanol; tetrahydrofuran / 1 h / 20 °C / 1520 Torr

5.1: 100 percent / Et₃N / CH₂Cl₂ / 1 h / 5 °C

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

6.2: 40 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:

: 65213-96-9
2,3-dimethyl-6-chloro-5-nitropyridine

: 847741-01-9
N-[4-((3-methylphenyl)hydroxymethyl)-2-methoxy-5,6-dimethylpyridin-3-yl]-2,2-dimethylpropionamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 92 percent / methanol / 8 h / 20 °C

2.1: 100 percent / H₂ / Raney Ni / methanol; tetrahydrofuran / 1 h / 20 °C / 1520 Torr

3.1: 100 percent / Et₃N / CH₂Cl₂ / 1 h / 5 °C

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

4.2: 40 percent / tetrahydrofuran / 3 h / 0 °C

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; hydrogen; triethylamine; nickel; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm0408621