Multi-step reaction with 12 steps
1.1: hydrogen / 5% Pd(II)/C(eggshell) / ethyl acetate / 18 h / Inert atmosphere; Sealed tube
2.1: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C
3.1: tetrahydrofuran / 18 h / 20 °C
4.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere
4.2: 18 h / -78 - 20 °C / Inert atmosphere
5.1: 18 h / 100 °C / Neat (no solvent)
6.1: trichlorophosphate; N,N-dimethyl-aniline / 18 h / 20 °C
6.2: 0 °C
7.1: ammonia / methanol / 4 h / 90 °C / Microwave irradiation
8.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 20 °C
9.1: N-iodo-succinimide / acetonitrile / 18 h / 20 °C
10.1: potassium phosphate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,4-dioxane; water / 18 h / 100 °C / Microwave irradiation; Inert atmosphere; Sealed tube
11.1: potassium phosphate / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 0.33 h / 140 °C / Inert atmosphere; Microwave irradiation; Sealed tube
12.1: N-Bromosuccinimide / acetonitrile / 18 h / 20 °C
With
hydrogenchloride; potassium phosphate; N-Bromosuccinimide; N-iodo-succinimide; ammonia; hydrogen; N,N-dimethyl-aniline; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; trichlorophosphate;
tetrakis(triphenylphosphine) palladium(0); dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; 5% Pd(II)/C(eggshell);
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; ethyl acetate; acetonitrile;