Multi-step reaction with 10 steps
1.1: sodium hydroxide / water; N,N-dimethyl-formamide / 2 h / 120 °C
2.1: potassium carbonate / acetonitrile / 3 h / 20 °C
3.1: acetic acid; ammonium acetate / 3 h / 130 °C / Inert atmosphere
4.1: acetic acid; nitric acid / dichloromethane / 3.92 h / 75 °C / Cooling with ice
4.2: 1 h / 70 °C / Inert atmosphere
5.1: palladium 10% on activated carbon; hydrogen / water; ethanol / 1.25 h / 20 °C
6.1: acetic acid; potassium tert-butylate / dimethyl sulfoxide / 1.33 h / 160 °C / Inert atmosphere
7.1: methanol; sodium methylate / 3.5 h / 65 °C / Inert atmosphere
8.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 - 20 °C / Inert atmosphere
8.2: 0.83 h / 0 - 20 °C / Inert atmosphere
9.1: triethylamine / tetrahydrofuran / 2.5 h / 20 °C / Inert atmosphere
10.1: N,N-dimethyl-formamide / 14 h / 20 °C / Inert atmosphere
With
methanol; palladium 10% on activated carbon; potassium tert-butylate; ammonium acetate; hydrogen; nitric acid; sodium methylate; sodium hydride; potassium carbonate; acetic acid; triethylamine; sodium hydroxide;
In
tetrahydrofuran; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; mineral oil;