Multi-step reaction with 8 steps
1.1: potassium carbonate / acetonitrile / 6 h / 20 °C / Inert atmosphere
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere
2.2: 17 h / -78 - 20 °C / Inert atmosphere
3.1: palladium 10% on activated carbon; hydrogen / methanol / 3 h
4.1: triethylamine; magnesium chloride / acetonitrile / Inert atmosphere; Heating
4.2: 20 °C / Reflux; Inert atmosphere
5.1: 4-methyl-1,2,3-trifluorobenzene / Microwave irradiation; Inert atmosphere; Heating
6.1: triethylamine / dichloromethane / 20 °C / Inert atmosphere
7.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium hydrogencarbonate / 1,2-dimethoxyethane; water / Inert atmosphere; Microwave irradiation; Heating
8.1: water; sodium hydroxide / tetrahydrofuran; methanol / Microwave irradiation; Inert atmosphere; Heating
With
dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; palladium 10% on activated carbon; water; hydrogen; sodium hydrogencarbonate; potassium carbonate; triethylamine; sodium hydroxide; magnesium chloride; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water; acetonitrile; 4-methyl-1,2,3-trifluorobenzene;
5.1: Mannich reaction / 7.1: Suzuki coupling;
DOI:10.1021/ml200175q