Multi-step reaction with 8 steps
1.1: potassium carbonate / potassium iodide / N,N-dimethyl-formamide / 85 °C
2.1: nitric acid / acetic acid / 0.08 h / Cooling with ice
2.2: 4 h / 20 °C / Cooling with ice
3.1: hydrogen / palladium 10% on activated carbon / ethyl acetate; methanol / 1 h / 1551.49 Torr
4.1: piperidine / acetic acid / methanol / 60 °C
5.1: sodium hydroxide; water / methanol / 4 h / 60 °C
5.2: pH 3 / Acidic conditions
6.1: triethylamine; HATU / N,N-dimethyl-formamide / 18 h / 20 °C
7.1: sodium hydroxide; water / methanol / 3 h / 65 °C
7.2: pH 2 / Acidic conditions
8.1: triethylamine; HATU / N,N-dimethyl-formamide / 14 h
With
piperidine; water; hydrogen; nitric acid; potassium carbonate; triethylamine; HATU; sodium hydroxide;
palladium 10% on activated carbon; acetic acid; potassium iodide;
In
methanol; acetic acid; ethyl acetate; N,N-dimethyl-formamide;