Technology Process of 1-chloro-3-ethyl-8-[2-(4-trifluoromethylphenyl)ethyl]-5,6-dihydro-8H-imidazo[1,5-a]pyrazine-7-carboxylic acid tert-butyl ester
There total 7 articles about 1-chloro-3-ethyl-8-[2-(4-trifluoromethylphenyl)ethyl]-5,6-dihydro-8H-imidazo[1,5-a]pyrazine-7-carboxylic acid tert-butyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
3-ethyl-1-iodo-8-[2-(4-trifluoromethyl-phenyl)-ethyl]-5,6-dihydro-8H-imidazo[1,5-a]pyrazine-7-carboxylic acid tert-butyl ester;
With
n-butyllithium; hexachloroethane;
In
tetrahydrofuran; hexanes;
at -78 ℃;
for 1h;
With
water;
In
tetrahydrofuran; hexanes;
- Guidance literature:
-
Multi-step reaction with 3 steps
1: N-ethyl-N,N-diisopropylamine / ethanol / 0.17 h / 140 °C / 4500.45 Torr / Microwave irradiation
2: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C
3: hexachloroethane; n-butyllithium / tetrahydrofuran / -78 °C
With
n-butyllithium; hexachloroethane; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; ethanol; dichloromethane;
1: |Pictet-Spengler Synthesis;
DOI:10.1016/j.bmcl.2013.01.088
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: thioacetamide / methanol / 0 - 45 °C
1.2: 0 - 80 °C
2.1: iodine; sodium carbonate / 1,4-dioxane; water / 20 °C
3.1: sodium hydride / N,N-dimethyl-formamide / 20 °C
3.2: 100 °C
4.1: ethylmagnesium bromide / tetrahydrofuran; diethyl ether / -40 °C
5.1: hydrogenchloride / 1,4-dioxane; dichloromethane / 0 - 20 °C
6.1: N-ethyl-N,N-diisopropylamine / ethanol / 0.17 h / 140 °C / 4500.45 Torr / Microwave irradiation
7.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C
8.1: hexachloroethane; n-butyllithium / tetrahydrofuran / -78 °C
With
hydrogenchloride; n-butyllithium; hexachloroethane; ethylmagnesium bromide; iodine; sodium hydride; sodium carbonate; thioacetamide; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
6.1: |Pictet-Spengler Synthesis;
DOI:10.1016/j.bmcl.2013.01.088