Multi-step reaction with 10 steps
1.1: nitric acid; sulfuric acid / 20 - 75 °C / Inert atmosphere
2.1: thionyl chloride / 10 h / Reflux; Inert atmosphere
3.1: N,N-diethyl-N-isopropylamine / dichloromethane / 1 h / 20 - 25 °C / Inert atmosphere
4.1: hydrogen / Raney nickel / methanol / 5 h / Inert atmosphere
5.1: triethylamine / dichloromethane / 20 - 25 °C / Inert atmosphere
6.1: lithium hexamethyldisilazane / tert-butyl methyl ether; tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere
6.2: 0 - 25 °C / Inert atmosphere
7.1: sulfuric acid / acetonitrile; water / 20 - 75 °C / Inert atmosphere
7.2: pH 7
8.1: triethylamine / dichloromethane / 2 h / Inert atmosphere
9.1: phenyltrimethylammonium tribromide / tetrahydrofuran; methanol / 20 - 50 °C / Inert atmosphere
10.1: N,N-dimethyl-formamide / 20 - 25 °C / Inert atmosphere
With
thionyl chloride; N,N-diethyl-N-isopropylamine; sulfuric acid; hydrogen; nitric acid; phenyltrimethylammonium tribromide; triethylamine; lithium hexamethyldisilazane;
Raney nickel;
In
tetrahydrofuran; methanol; dichloromethane; tert-butyl methyl ether; water; N,N-dimethyl-formamide; acetonitrile;