Technology Process of 4-[2-(3-fluoro-2-methyl-phenoxy)-1-phenyl-1H-pyrrolo[3,2-b]pyridine-3-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester
There total 9 articles about 4-[2-(3-fluoro-2-methyl-phenoxy)-1-phenyl-1H-pyrrolo[3,2-b]pyridine-3-carbonyl]-piperazine-1-carboxylic acid tert-butyl ester 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
sodium hydride;
In
1-methyl-pyrrolidin-2-one;
at 20 - 140 ℃;
Microwave irradiation;
DOI:10.1016/j.bmcl.2011.06.114
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 8-quinolinol; copper(l) iodide; potassium carbonate / dimethyl sulfoxide / 130 °C
2: bromine; tert-butyl alcohol / water / 20 °C
3: palladium on activated charcoal; hydrogen / ethanol / 20 °C
4: pyridine; trichlorophosphate / dichloromethane / 0 - 20 °C
5: trichlorophosphate / dichloromethane / 100 °C
6: sodium dihydrogenphosphate; sodium chlorite / tert-butyl alcohol / 20 °C
7: 4-methyl-morpholine; O-<[cyano(ethoxycarbonyl)methylene]amino>-1,1,3,3-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 20 °C
8: sodium hydride / 1-methyl-pyrrolidin-2-one / 20 - 140 °C / Microwave irradiation
With
4-methyl-morpholine; pyridine; sodium chlorite; sodium dihydrogenphosphate; copper(l) iodide; 8-quinolinol; O-<[cyano(ethoxycarbonyl)methylene]amino>-1,1,3,3-tetramethyluronium tetrafluoroborate; palladium on activated charcoal; hydrogen; bromine; sodium hydride; potassium carbonate; tert-butyl alcohol; trichlorophosphate;
In
1-methyl-pyrrolidin-2-one; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; tert-butyl alcohol;
4: Vilsmeier-Haack reaction;
DOI:10.1016/j.bmcl.2011.06.114
- Guidance literature:
-
Multi-step reaction with 7 steps
1: bromine; tert-butyl alcohol / water / 20 °C
2: palladium on activated charcoal; hydrogen / ethanol / 20 °C
3: pyridine; trichlorophosphate / dichloromethane / 0 - 20 °C
4: trichlorophosphate / dichloromethane / 100 °C
5: sodium dihydrogenphosphate; sodium chlorite / tert-butyl alcohol / 20 °C
6: 4-methyl-morpholine; O-<[cyano(ethoxycarbonyl)methylene]amino>-1,1,3,3-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 20 °C
7: sodium hydride / 1-methyl-pyrrolidin-2-one / 20 - 140 °C / Microwave irradiation
With
4-methyl-morpholine; pyridine; sodium chlorite; sodium dihydrogenphosphate; O-<[cyano(ethoxycarbonyl)methylene]amino>-1,1,3,3-tetramethyluronium tetrafluoroborate; palladium on activated charcoal; hydrogen; bromine; sodium hydride; tert-butyl alcohol; trichlorophosphate;
In
1-methyl-pyrrolidin-2-one; ethanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
3: Vilsmeier-Haack reaction;
DOI:10.1016/j.bmcl.2011.06.114