Multi-step reaction with 10 steps
1.1: oxalyl dichloride / N,N-dimethyl-formamide / tetrahydrofuran / 2 h / 20 °C
2.1: n-butyllithium / tetrahydrofuran; hexane / -75 - 20 °C
3.1: 2,4,6-Triisopropylbenzenesulfonyl azide; potassium hexamethylsilazane / tetrahydrofuran / 0.5 h / -70 - -66 °C
3.2: -66 - 25 °C
4.1: lithium hydroxide; dihydrogen peroxide / tetrahydrofuran; water / 1.83 h / 0 °C
5.1: hydrogen / palladium 10% on activated carbon / methanol / 1 h / 2482.38 Torr
6.1: potassium hydroxide / 1,4-dioxane; water / 6 h / 0 - 20 °C
7.1: 4-methyl-morpholine; HATU / N,N-dimethyl-formamide / 16 h / 20 °C
8.1: methanesulfonic acid / tetrahydrofuran / 48 h / 20 °C
9.1: 4-methyl-morpholine; HATU / dichloromethane / 18 h / 20 °C
10.1: triethylamine / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / acetonitrile / 0.17 h / 130 °C / microwave irradiation
With
4-methyl-morpholine; potassium hydroxide; lithium hydroxide; n-butyllithium; oxalyl dichloride; methanesulfonic acid; 2,4,6-Triisopropylbenzenesulfonyl azide; hydrogen; dihydrogen peroxide; potassium hexamethylsilazane; triethylamine; HATU;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; N,N-dimethyl-formamide;
In
tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;