Multi-step reaction with 7 steps
1: 1) pivaloyl chloride, N-ethylpiperidine, pyridine / 1) dichloromethane, 8 min., 0 deg C; 2) 2 h, room temp.
2: 78 percent / liq. NH3 / methanol; H2O / 70 h / Ambient temperature
3: 96 percent / H2 / Pd-black / acetic acid; methanol; H2O / 3 h / Ambient temperature
4: 1) NaNO2, N-ethylpiperidine ; 2) N-ethylpiperidine / 1) conc. HCl, DMF, 10 min., -20 deg C; 2) 12 h, 0 deg C
5: 86 percent / H2 / Pd-black / dimethylformamide; methanol; acetic acid / 6 h / Ambient temperature
6: 1) 1-hydroxybenztriazole, N,N'-dicyclohexylcarbodiimide / 1) DMF, -10 deg C, 10 min.; 2) 2 h, 0 deg C, then 8 h, room temp.
7: 57 percent / H2 / Pd-black / acetic acid; H2O / 2 h / Ambient temperature
With
1-ethyl-piperidine; pyridine; ammonia; hydrogen; pivaloyl chloride; benzotriazol-1-ol; dicyclohexyl-carbodiimide; sodium nitrite;
palladium;
In
methanol; water; acetic acid; N,N-dimethyl-formamide;