Multi-step reaction with 9 steps
1.1: n-butyllithium; N,N,N',N'',N'''-pentamethyldiethylenetriamine / hexane; tetrahydrofuran / 3 h / -72 - -56 °C / Inert atmosphere
1.3: 10 - 20 °C
2.1: guanidine hydrochloride / methanol / 1.5 h / 40 °C / Inert atmosphere
2.2: 22 h / 40 °C
3.1: potassium carbonate; sodium iodide / N,N-dimethyl-formamide / 13.5 h / 70 °C / Inert atmosphere
4.1: water; diammonium sulfide / tetrahydrofuran; methanol / 20 °C
5.1: acetonitrile / 0.83 h / 20 °C / Cooling
6.1: 2,4,6-trimethyl-pyridine / ethyl acetate; toluene / 85 °C
7.1: triethylamine / toluene / 4.17 h / 50 - 110 °C
8.1: acetic acid; 2-picoline borane complex / water; methanol / 24 h / 20 °C
9.1: sodium hydroxide; water / tetrahydrofuran; methanol / 23.5 h / 20 °C
9.2: 0.33 h
With
2,4,6-trimethyl-pyridine; diammonium sulfide; n-butyllithium; 2-picoline borane complex; N,N,N',N'',N'''-pentamethyldiethylenetriamine; water; guanidine hydrochloride; potassium carbonate; acetic acid; triethylamine; sodium iodide; sodium hydroxide;
In
tetrahydrofuran; methanol; hexane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile;