Multi-step reaction with 8 steps
1: 25 percent / HNO3 (d=1.5) / 1 h / Heating
2: 88 percent / H2 / Pd/A-Kohle / methanol
3: 70 percent / NaNO2, aq. H2SO4 / acetic acid / -5 deg C, 15 min, then room temp., 2h, then reflux, 3 min
4: 301 mg / N-Methylmorpholin, 1-Hydroxybenzotriazol, DCC / dimethylformamide; CH2Cl2 / 0 deg C, 2h, then room temp., 16h
5: 42 percent / HNO3 (d=1.42) / acetic acid / 50 °C
6: 90 percent / aq. NaOH / acetone / 1 h / 22 °C
7: 480 mg / Triethylamin, 1-Hydroxybenzotriazol, DCC / CH2Cl2; dimethylformamide / 0 deg C, 2h, then RT, 16h
8: H2 / Pd/A-Kohle / methanol
With
4-methyl-morpholine; sodium hydroxide; sulfuric acid; hydrogen; nitric acid; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; sodium nitrite;
A-Kohle; palladium;
In
methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetone;