Technology Process of 3-{4'-{[4-butyl-1-(5-ethoxypyrimidin-2-yl)-6-methyl-2-oxo-1,2-dihydropyridin-3-yl]methyl}biphenyl-2-yl}-1,2,4-oxadiazol-5(4H)-one
There total 7 articles about 3-{4'-{[4-butyl-1-(5-ethoxypyrimidin-2-yl)-6-methyl-2-oxo-1,2-dihydropyridin-3-yl]methyl}biphenyl-2-yl}-1,2,4-oxadiazol-5(4H)-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
1,8-diazabicyclo[5.4.0]undec-7-ene;
In
N,N-dimethyl-formamide;
at 20 ℃;
for 2h;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: lithium chloride / N,N-dimethyl-formamide / 70 °C
2.1: pyridine / dichloromethane / 2 h / 20 °C
3.1: palladium bis[bis(diphenylphosphino)ferrocene] dichloride / toluene; tetrahydrofuran / 1.5 h / 0 - 90 °C / Inert atmosphere
4.1: hydroxylamine hydrochloride; sodium hydrogencarbonate / dimethyl sulfoxide / 1 h / 40 °C
4.2: 16 h / 90 °C
5.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 2 h / 20 °C
With
pyridine; hydroxylamine hydrochloride; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride;
palladium bis[bis(diphenylphosphino)ferrocene] dichloride;
In
tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: triethylamine / ethyl acetate; toluene / 24.5 h / 85 °C / Reflux
2.1: sulfuric acid / water / 0.25 h / 150 °C
2.2: pH 8 / Cooling with ice
3.1: lithium chloride / N,N-dimethyl-formamide / 70 °C
4.1: pyridine / dichloromethane / 2 h / 20 °C
5.1: palladium bis[bis(diphenylphosphino)ferrocene] dichloride / toluene; tetrahydrofuran / 1.5 h / 0 - 90 °C / Inert atmosphere
6.1: hydroxylamine hydrochloride; sodium hydrogencarbonate / dimethyl sulfoxide / 1 h / 40 °C
6.2: 16 h / 90 °C
7.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 2 h / 20 °C
With
pyridine; sulfuric acid; hydroxylamine hydrochloride; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium chloride;
palladium bis[bis(diphenylphosphino)ferrocene] dichloride;
In
tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; toluene;