Technology Process of 5-(((1R,4R)-4-aminocyclohexyl)(ethyl)amino)-N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-4-methyl-4'-(morpholinomethyl)[1,1'-biphenyl]-3-carboxamide
There total 11 articles about 5-(((1R,4R)-4-aminocyclohexyl)(ethyl)amino)-N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-4-methyl-4'-(morpholinomethyl)[1,1'-biphenyl]-3-carboxamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
trifluoroacetic acid;
In
dichloromethane;
at 100 ℃;
for 2h;
Product distribution / selectivity;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; sulfuric acid / 5 h / 20 °C
2.1: sodium carbonate / N,N-dimethyl-formamide / 8 h / 60 °C
3.1: ammonium chloride; iron / ethanol; water / 7 h / 80 °C
4.1: acetic acid / methanol / 8 h / 20 °C
4.2: 0 °C
5.1: acetic acid / 1,1-dichloroethane / 0.33 h / 20 °C
5.2: 0 - 20 °C
6.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / dimethyl sulfoxide / 20 °C
7.1: sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 3.5 h / 90 °C / Inert atmosphere
8.1: trifluoroacetic acid / dichloromethane / 2 h / 100 °C
With
1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; sulfuric acid; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; iron; sodium carbonate; ammonium chloride; acetic acid; trifluoroacetic acid;
tetrakis(triphenylphosphine) palladium(0);
In
1,4-dioxane; methanol; 1,1-dichloroethane; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
7.1: Suzuki Coupling;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: nitric acid; sulfuric acid / acetone / 2.25 h / -5 - 0 °C / Cooling with acetone-ice
2.1: sodium carbonate / N,N-dimethyl-formamide / 8 h / 60 °C
3.1: ammonium chloride; iron / ethanol; water / 7 h / 80 °C
4.1: acetic acid / methanol / 8 h / 20 °C
4.2: 0 °C
5.1: acetic acid / 1,1-dichloroethane / 0.33 h / 20 °C
5.2: 0 - 20 °C
6.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / dimethyl sulfoxide / 20 °C
7.1: sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 3.5 h / 90 °C / Inert atmosphere
8.1: trifluoroacetic acid / dichloromethane / 2 h / 100 °C
With
sulfuric acid; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; nitric acid; iron; sodium carbonate; ammonium chloride; acetic acid; trifluoroacetic acid;
tetrakis(triphenylphosphine) palladium(0);
In
1,4-dioxane; methanol; 1,1-dichloroethane; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone;
7.1: Suzuki Coupling;