Multi-step reaction with 8 steps
1: 1.) triethylamine; 2.) DCC, HOBt / 1.) 0 degC, 30 min; 2.) overnight, 8 degC
2: 80 percent / hydrazine hydrate / propan-1-ol / 96 h / Ambient temperature
3: 5.6 N HCl, isoamyl nitrite / dioxane; dimethylformamide / 0.5 h / -30 - -20 °C
4: 63.6 percent / triethylamine / dimethylformamide / 48 h / 8 °C
5: 64 percent / 1 N NaOH / methanol / 5 h / Ambient temperature
6: thioanisole / 1 h / 0 °C
7: 1.) triethylamine / 1.) DMF, 0 degC, 20 min; 2.) DMF, 7 d, 8 degC
8: 1.) pyridine-sulfur trioxide complex; 2.) 10percent sodium bicarbonate / 1.) 2 d, 8 degC; 2.) 0 degC, 30 min
With
hydrogenchloride; sodium hydroxide; methyl-phenyl-thioether; sulfur trioxide pyridine complex; sodium hydrogencarbonate; benzotriazol-1-ol; hydrazine hydrate; triethylamine; dicyclohexyl-carbodiimide; isopentyl nitrite;
In
1,4-dioxane; methanol; propan-1-ol; N,N-dimethyl-formamide;
DOI:10.1248/cpb.35.4307