Technology Process of N-(4-((1R,3R,4R,5S)-3-amino-4-hydroxy-5-methylcyclohexyl)pyridin-3-yl)-6-(2,6-difluorophenyl)-5-fluoropicolinamide
There total 16 articles about N-(4-((1R,3R,4R,5S)-3-amino-4-hydroxy-5-methylcyclohexyl)pyridin-3-yl)-6-(2,6-difluorophenyl)-5-fluoropicolinamide 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:
-
Multi-step reaction with 7 steps
1: sodium hydrogencarbonate / 1,4-dioxane / 2 h / 20 °C
2: pyridine / 14 h / 20 °C
3: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 72 h / 20 °C
4: Chiralpak AD / n-heptane; isopropyl alcohol / Resolution of racemate
5: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1-hydroxy-7-aza-benzotriazole / N,N-dimethyl-formamide / 14 h / 20 °C
6: potassium carbonate; ethanol / 14 h
7: trifluoroacetic acid / dichloromethane / 0.5 h
With
pyridine; 1-hydroxy-7-aza-benzotriazole; ethanol; palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid;
In
1,4-dioxane; methanol; n-heptane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/acs.jmedchem.5b01275
- Guidance literature:
-
Multi-step reaction with 5 steps
1: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 72 h / 20 °C
2: Chiralpak AD / n-heptane; isopropyl alcohol / Resolution of racemate
3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1-hydroxy-7-aza-benzotriazole / N,N-dimethyl-formamide / 14 h / 20 °C
4: potassium carbonate; ethanol / 14 h
5: trifluoroacetic acid / dichloromethane / 0.5 h
With
1-hydroxy-7-aza-benzotriazole; ethanol; palladium 10% on activated carbon; hydrogen; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid;
In
methanol; n-heptane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/acs.jmedchem.5b01275
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1-hydroxy-7-aza-benzotriazole / N,N-dimethyl-formamide / 14 h / 20 °C
2: potassium carbonate; ethanol / 14 h
3: trifluoroacetic acid / dichloromethane / 0.5 h
With
1-hydroxy-7-aza-benzotriazole; ethanol; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid;
In
dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.5b01275