Technology Process of 3-[1-acetyl-5-(4-methyl-cyclohexyl)-1,2,3,6-tetrahydro-pyridin-4-yl]-5-phenyl-thiophene-2-carboxylic acid
There total 9 articles about 3-[1-acetyl-5-(4-methyl-cyclohexyl)-1,2,3,6-tetrahydro-pyridin-4-yl]-5-phenyl-thiophene-2-carboxylic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
methyl 3-(5-(4-methylcyclohexyl)-1,2,3,6-tetrahydropyridin-4-yl)-5-phenylthiophene-2-carboxylate; acetyl chloride;
With
triethylamine;
In
dichloromethane;
at 20 ℃;
With
sodium hydroxide;
In
methanol;
at 0 - 20 ℃;
for 4h;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: diiodomethane; tert.-butylnitrite / acetonitrile / 1.5 h
2.1: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide; water / 3 h / 88 °C / Inert atmosphere
3.1: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide; water / 3 h / 88 °C / Inert atmosphere
4.1: hydrogen / palladium 10% on activated carbon / methanol / 2585.81 Torr
5.1: benzyl bromide / acetonitrile / 3 h / 80 °C
5.2: 80 °C
6.1: triethylamine / dichloromethane / 20 °C
6.2: 4 h / 0 - 20 °C
With
tert.-butylnitrite; diiodomethane; hydrogen; benzyl bromide; sodium carbonate; triethylamine;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon;
In
methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: sodium hexamethyldisilazane / tetrahydrofuran / 8 h / -78 °C / Inert atmosphere
2.1: potassium acetate / 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 90 °C / Inert atmosphere
3.1: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide; water / 3 h / 88 °C / Inert atmosphere
4.1: hydrogen / palladium 10% on activated carbon / methanol / 2585.81 Torr
5.1: benzyl bromide / acetonitrile / 3 h / 80 °C
5.2: 80 °C
6.1: triethylamine / dichloromethane / 20 °C
6.2: 4 h / 0 - 20 °C
With
hydrogen; potassium acetate; sodium hexamethyldisilazane; benzyl bromide; sodium carbonate; triethylamine;
1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;