Multi-step reaction with 13 steps
1.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 1 h / 20 °C
1.2: 4.5 h / -78 - 20 °C
2.1: toluene / 18 h / 110 °C / Inert atmosphere
3.1: trichlorophosphate; N,N-dimethyl-aniline / 5 h / 50 °C
4.1: ammonia / methanol / 5 h / 80 °C / Sealed tube
5.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 5 h / 50 °C / Inert atmosphere
6.1: sodium hydrogencarbonate; Oxone / water; methanol / 6 h / 20 °C
7.1: N-iodo-succinimide / acetonitrile / 1 h / 20 °C
8.1: potassium phosphate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,4-dioxane; water / 90 °C / Inert atmosphere
9.1: N-Bromosuccinimide / acetonitrile / 2 h / 20 °C
10.1: tetrakis(triphenylphosphine) palladium(0) / acetonitrile / 1 h / 150 °C / Microwave irradiation
11.1: osmium(VIII) oxide; 2,6-dimethylpyridine; water / 1,4-dioxane / 0.33 h / 20 °C
11.2: 96 h / 20 °C
12.1: trifluoroacetic acid; water
13.1: hydrazine hydrate / 1-methyl-pyrrolidin-2-one / 1.5 h / 100 - 200 °C / Microwave irradiation
With
2,6-dimethylpyridine; Oxone; potassium phosphate; N-Bromosuccinimide; N-iodo-succinimide; osmium(VIII) oxide; ammonia; water; sodium hydrogencarbonate; hydrazine hydrate; N,N-dimethyl-aniline; N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole; trifluoroacetic acid; trichlorophosphate;
tetrakis(triphenylphosphine) palladium(0); dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;
In
tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane; water; toluene; acetonitrile;
10.1: Stille Coupling;