Multi-step reaction with 11 steps
1.1: potassium carbonate / tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl acetamide; water / 24 h / 80 °C
2.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran / 16 h / 20 °C
3.1: potassium carbonate / N,N-dimethyl acetamide / 16 h / 60 °C
4.1: water; trifluoroacetic acid / 72 h / 20 °C
5.1: sodium tetrahydroborate / ethanol; acetonitrile / 1 h / 20 °C
5.2: 0.25 h / 20 °C
6.1: sodium hydroxide; water; tetra(n-butyl)ammonium hydrogensulfate / dichloromethane / 16 h / 20 °C
7.1: hydrogenchloride / water / 4 h / 70 °C
8.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran / 16 h / 20 °C
9.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 20 °C
10.1: ammonium nitrate; trifluoroacetic anhydride / dichloromethane / 2.52 h / 0 - 20 °C
11.1: hydrazine / ethanol / 1 h / 60 °C
With
ammonium nitrate; hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; water; hydrogen; tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; trifluoroacetic anhydride; hydrazine;
tetrakis(triphenylphosphine) palladium(0); palladium 10% on activated carbon;
In
tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl acetamide; water; acetonitrile;