Multi-step reaction with 11 steps
1.1: N,N,N-trimethylbenzenemethanaminium dichloroiodate; zinc(II) chloride / acetic acid / 48 h / 70 °C
2.1: potassium carbonate / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 15 h / 80 °C
3.1: N-chloro-succinimide / tetrahydrofuran / 4 h / 70 °C
3.2: 2 h
4.1: N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate / dichloromethane / 12 h / 20 °C
5.1: hydrazine / tetrahydrofuran; methanol / 24 h / 20 °C
6.1: hydrogenchloride / 1,4-dioxane / 0.08 h
7.1: Selectfluor / water; acetonitrile / 12 h / 70 °C
8.1: sodium hydroxide / tetrahydrofuran; water / 1 h / 70 °C
8.2: acid / pH 4
9.1: N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate / dichloromethane / 12 h / 25 °C
10.1: hydrazine / tetrahydrofuran; methanol / 48 h / 25 °C
With
hydrogenchloride; sodium hydroxide; N-chloro-succinimide; potassium carbonate; N,N,N-trimethylbenzenemethanaminium dichloroiodate; Selectfluor; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; zinc(II) chloride; hydrazine;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; acetic acid; acetonitrile;