Multi-step reaction with 10 steps
1.1: sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / isopropyl alcohol; water / 17 h / 90 °C / Inert atmosphere
2.1: dibenzoyl peroxide; N-Bromosuccinimide / tetrachloromethane / 0.5 h / 90 °C / Inert atmosphere
3.1: potassium carbonate / N,N-dimethyl-formamide / 0 - 20 °C
4.1: potassium carbonate / tetrakis(triphenylphosphine) palladium(0) / 1,2-dimethoxyethane; water / 4 h / 90 °C
5.1: pyridine; hydroxylamine / water
6.1: hydrogen / palladium / ethanol / 1 h
7.1: sodium cyanoborohydride; ammonium acetate / methanol / 0.25 h / 0 °C
7.2: 4.17 h / 0 - 20 °C
8.1: 1-hydroxy-7-aza-benzotriazole; 4-methyl-morpholine / N,N-dimethyl-formamide / 0.17 h / 0 °C
8.2: 2 h / 0 - 20 °C
9.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C
10.1: sodium methylate / methanol / 0.33 h / 0 °C / Inert atmosphere
With
4-methyl-morpholine; pyridine; N-Bromosuccinimide; 1-hydroxy-7-aza-benzotriazole; ammonium acetate; hydrogen; hydroxylamine; sodium methylate; sodium cyanoborohydride; sodium carbonate; potassium carbonate; trifluoroacetic acid; dibenzoyl peroxide;
tetrakis(triphenylphosphine) palladium(0); palladium;
In
methanol; tetrachloromethane; 1,2-dimethoxyethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol;