Multi-step reaction with 11 steps
1: ammonium acetate / 22 h / 120 °C
2: sodium tetrahydroborate / ethanol; tetrahydrofuran / 2 h / 0 - 20 °C
3: nickel; hydrazine hydrate / methanol / 18 h / 0 - 40 °C
4: triethylamine; acetic anhydride / dichloromethane / 23 h / 0 °C
5: toluene-4-sulfonic acid / toluene / 22 h / 120 °C
6: potassium hydroxide / ethanol; water / 66 h / 120 °C
7: hydrogen / methanol / 24 h / 20 °C
8: dichloromethane / 22 h / 20 °C
9: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 80 °C / Microwave irradiation
10: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C
11: sulphamoyl chloride / N,N-dimethyl acetamide / 2 h / 20 °C / Inert atmosphere
With
sodium tetrahydroborate; sulphamoyl chloride; ammonium acetate; tetrabutyl ammonium fluoride; hydrogen; acetic anhydride; nickel; toluene-4-sulfonic acid; hydrazine hydrate; triethylamine; N-ethyl-N,N-diisopropylamine; potassium hydroxide;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide; toluene;
DOI:10.1002/cmdc.201300412