Technology Process of 2-amino-4-{4-chloro-2-[2-(4-fluoropyrazol-1-yl)ethoxy]-6-methylphenyl}-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid (2,2,2-trifluoroethyl)amide
There total 18 articles about 2-amino-4-{4-chloro-2-[2-(4-fluoropyrazol-1-yl)ethoxy]-6-methylphenyl}-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid (2,2,2-trifluoroethyl)amide 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:
- Guidance literature:
-
With
triethylamine;
In
N,N-dimethyl-formamide;
at 70 ℃;
for 3h;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: iron; ammonium chloride / ethanol; water / 0.5 h / Reflux
2.1: sulfuric acid; acetic acid; sodium nitrite / 0.5 h / 23 °C
2.2: Reflux
3.1: potassium carbonate / acetonitrile / 12 h / 23 °C
4.1: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; triethylamine / acetonitrile / 3 h / Reflux
5.1: boron tribromide / dichloromethane / 0.17 h / 0 °C
5.2: Cooling
6.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / 1,4-dioxane; water / 0.67 h / 120 °C / Inert atmosphere; Microwave irradiation
7.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 100 °C / Inert atmosphere
8.1: hydrogenchloride / 1,4-dioxane; methanol / 12 h / 23 °C
9.1: triethylamine; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 75 °C
With
hydrogenchloride; tetrakis(triphenylphosphine) palladium(0); palladium bis[bis(diphenylphosphino)ferrocene] dichloride; sulfuric acid; boron tribromide; iron; sodium carbonate; potassium carbonate; ammonium chloride; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; sodium nitrite;
In
1,4-dioxane; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
6.1: Suzuki coupling;
DOI:10.1021/jm200128m
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: sulfuric acid; acetic acid; sodium nitrite / 0.5 h / 23 °C
1.2: Reflux
2.1: potassium carbonate / acetonitrile / 12 h / 23 °C
3.1: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; triethylamine / acetonitrile / 3 h / Reflux
4.1: boron tribromide / dichloromethane / 0.17 h / 0 °C
4.2: Cooling
5.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / 1,4-dioxane; water / 0.67 h / 120 °C / Inert atmosphere; Microwave irradiation
6.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 100 °C / Inert atmosphere
7.1: hydrogenchloride / 1,4-dioxane; methanol / 12 h / 23 °C
8.1: triethylamine; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 75 °C
With
hydrogenchloride; tetrakis(triphenylphosphine) palladium(0); palladium bis[bis(diphenylphosphino)ferrocene] dichloride; sulfuric acid; boron tribromide; sodium carbonate; potassium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; sodium nitrite;
In
1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
5.1: Suzuki coupling;
DOI:10.1021/jm200128m