Multi-step reaction with 9 steps
1.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 18 h / 20 °C
1.2: 0.5 h / 0 °C
2.1: potassium carbonate / bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane; water / 14.5 h / 80 °C / Inert atmosphere
3.1: mesitylenesulfonylhydroxylamine / diethyl ether; acetonitrile / 24 h / 20 °C
3.2: 5.25 h / 20 °C
4.1: trifluoroacetic acid / 2 h / 60 °C
5.1: water; lithium hydroxide monohydrate / methanol / 20 °C
6.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 2 h / 20 °C
7.1: tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere
7.2: 0 °C
8.1: sodium cyanoborohydride; ammonium acetate / methanol / 65 °C
9.1: N-ethyl-N,N-diisopropylamine / ethanol / 20 h / 100 °C
9.2: 1 h / 20 °C
With
oxalyl dichloride; lithium hydroxide monohydrate; ammonium acetate; water; mesitylenesulfonylhydroxylamine; sodium cyanoborohydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; HATU; trifluoroacetic acid;
bis-triphenylphosphine-palladium(II) chloride;
In
tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;