1-(3,5-dimethylphenyl)-1-(5-ethyl-2-methoxy-6-methyl-3-pivaloylaminopyridin-4-yl)methanone

Base Information

• Chemical Name: 1-(3,5-dimethylphenyl)-1-(5-ethyl-2-methoxy-6-methyl-3-pivaloylaminopyridin-4-yl)methanone
• CAS No.: 311319-87-6
• Molecular Formula: C₂₃H₃₀N₂O₃
• Molecular Weight: 382.503

Synonyms:1-(3,5-dimethylphenyl)-1-(5-ethyl-2-methoxy-6-methyl-3-pivaloylaminopyridin-4-yl)methanone

Chemical Property of 1-(3,5-dimethylphenyl)-1-(5-ethyl-2-methoxy-6-methyl-3-pivaloylaminopyridin-4-yl)methanone

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Technology Process of 1-(3,5-dimethylphenyl)-1-(5-ethyl-2-methoxy-6-methyl-3-pivaloylaminopyridin-4-yl)methanone

There total 2 articles about 1-(3,5-dimethylphenyl)-1-(5-ethyl-2-methoxy-6-methyl-3-pivaloylaminopyridin-4-yl)methanone 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: 89.5%

N-[5-ethyl-2-methoxy-6-methyl-4-(3,5-dimethylbenzoyl)pyridin-3-yl]-2,2-dimethylpropionamide (248248-98-8) → 1-(3,5-dimethylphenyl)-1-(5-ethyl-2-methoxy-6-methyl-3-pivaloylaminopyridin-4-yl)methanone (311319-87-6)

Guidance literature:

With manganese(IV) oxide; In toluene; for 6h; Heating;

DOI:10.1021/jm0009437

Reference yield:

3,5-dimethylbenzaldehyde (5779-95-3) → 1-(3,5-dimethylphenyl)-1-(5-ethyl-2-methoxy-6-methyl-3-pivaloylaminopyridin-4-yl)methanone (311319-87-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium; TMEDA / tetrahydrofuran; hexane / -78 - 0 °C

1.2: tetrahydrofuran; hexane / -78 - 0 °C

2.1: MnO₂ / toluene / Heating

With manganese(IV) oxide; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; hexane; toluene;

DOI:10.1021/jm0407658

Reference yield: 72.5%

methyllithium (917-54-4) + 1-(3,5-dimethylphenyl)-1-(5-ethyl-2-methoxy-6-methyl-3-pivaloylaminopyridin-4-yl)methanone (311319-87-6) → N-{4-[1-(3,5-dimethyl-phenyl)-1-hydroxy-ethyl]-5-ethyl-2-methoxy-6-methyl-pyridin-3-yl}-2,2-dimethyl-propionamide (311319-94-5)

Guidance literature:

In diethyl ether; at 20 ℃; for 12h;

DOI:10.1021/jm0009437

upstream raw materials:

N-[5-ethyl-2-methoxy-6-methyl-4-(3,5-dimethylbenzoyl)pyridin-3-yl]-2,2-dimethylpropionamide

3,5-dimethylbenzaldehyde

Downstream raw materials:

N-{4-[1-(3,5-dimethyl-phenyl)-1-hydroxy-ethyl]-5-ethyl-2-methoxy-6-methyl-pyridin-3-yl}-2,2-dimethyl-propionamide

3-amino-4-(3,5-dimethyl-benzoyl)-5-ethyl-6-methyl-1H-pyridin-2-one

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