Multi-step reaction with 9 steps
1.1: acetic acid; ammonium acetate / 2.33 h / 130 °C / Inert atmosphere
2.1: acetic acid; nitric acid / 3 h / 25 - 40 °C / Inert atmosphere
3.1: palladium 10% on activated carbon; hydrogen / methanol; water / 3 h
4.1: potassium tert-butylate / dimethyl sulfoxide / 12.5 h / 160 °C / Inert atmosphere
5.1: methanol; sodium methylate / 5.5 h / 20 - 70 °C / Inert atmosphere
6.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.75 h / 0 - 20 °C / Inert atmosphere
6.2: 3 h / 0 - 20 °C
7.1: 1,2,3-Benzotriazole; thionyl chloride / dichloromethane / 0.42 h / 20 °C / Inert atmosphere
7.2: 5 h / 0 - 20 °C
8.1: trifluoroacetic acid / dichloromethane / 1 h / 0 - 20 °C
9.1: acetic acid; sodium tris(acetoxy)borohydride / tetrahydrofuran / 15 h / 20 °C / Inert atmosphere
With
methanol; 1,2,3-Benzotriazole; thionyl chloride; palladium 10% on activated carbon; potassium tert-butylate; ammonium acetate; hydrogen; nitric acid; sodium methylate; sodium tris(acetoxy)borohydride; sodium hydride; acetic acid; trifluoroacetic acid;
In
tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil;