1-butyl-4-[4-(2,6-dimethylpyridin-3-yloxy)phenyl]-2-oxo-1,2-dihydropyridine-3-carbonitrile

Base Information

Chemical Name:1-butyl-4-[4-(2,6-dimethylpyridin-3-yloxy)phenyl]-2-oxo-1,2-dihydropyridine-3-carbonitrile
CAS No.:1362702-78-0
Molecular Formula:C₂₃H₂₃N₃O₂
Molecular Weight:373.455
Hs Code.:

Synonyms:1-butyl-4-[4-(2,6-dimethylpyridin-3-yloxy)phenyl]-2-oxo-1,2-dihydropyridine-3-carbonitrile

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Chemical Property of 1-butyl-4-[4-(2,6-dimethylpyridin-3-yloxy)phenyl]-2-oxo-1,2-dihydropyridine-3-carbonitrile

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Technology Process of 1-butyl-4-[4-(2,6-dimethylpyridin-3-yloxy)phenyl]-2-oxo-1,2-dihydropyridine-3-carbonitrile

There total 8 articles about 1-butyl-4-[4-(2,6-dimethylpyridin-3-yloxy)phenyl]-2-oxo-1,2-dihydropyridine-3-carbonitrile 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: 65.0%

: 1056382-10-5
4-bromo-1-butyl-2-oxo-1,2-dihydropyridine-3-carbonitrile

: 1362703-34-1
3-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenoxy]-2,6-dimethylpyridine

: 1362702-78-0
1-butyl-4-[4-(2,6-dimethylpyridin-3-yloxy)phenyl]-2-oxo-1,2-dihydropyridine-3-carbonitrile

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate; In 1,4-dioxane; water; at 150 ℃; for 0.166667h; Microwave irradiation;
DOI:10.1021/jm2016864

Reference yield:

: 1122-43-6
2,6-dimethyl-3-hydroxypyridine

: 1362702-78-0
1-butyl-4-[4-(2,6-dimethylpyridin-3-yloxy)phenyl]-2-oxo-1,2-dihydropyridine-3-carbonitrile

Guidance literature:: Multi-step reaction with 5 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 0.5 h / 170 °C / Microwave irradiation

2.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 20 °C

3.1: hydrogen bromide; sodium nitrite / water / 2 h / 0 - 20 °C

3.2: 0 - 140 °C

4.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / dimethyl sulfoxide / 5 h / 117 °C

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate / 1,4-dioxane; water / 0.17 h / 150 °C / Microwave irradiation

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; hydrogen bromide; hydrogen; potassium acetate; sodium hydrogencarbonate; caesium carbonate; sodium nitrite; In 1,4-dioxane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; 3.2: Sandmeyer reaction / 5.1: Suzuki coupling;
DOI:10.1021/jm2016864

Reference yield:

: 21642-98-8
2-hydroxy-4-methoxypyridine-3-carbonitrile

: 1362702-78-0
1-butyl-4-[4-(2,6-dimethylpyridin-3-yloxy)phenyl]-2-oxo-1,2-dihydropyridine-3-carbonitrile

Guidance literature:: Multi-step reaction with 4 steps

1: potassium carbonate / acetonitrile / Reflux

2: water; sodium hydroxide / 100 °C

3: phosphorus(V) oxybromide / N,N-dimethyl-formamide / 3 h / 110 °C

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate / 1,4-dioxane; water / 0.17 h / 150 °C / Microwave irradiation

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; sodium hydrogencarbonate; potassium carbonate; sodium hydroxide; phosphorus(V) oxybromide; In 1,4-dioxane; water; N,N-dimethyl-formamide; acetonitrile; 4: Suzuki coupling;
DOI:10.1021/jm2016864