Multi-step reaction with 11 steps
1.1: hydroxylamine hydrochloride; sodium sulfate
2.1: sulfuric acid / 0.5 h / 60 °C
3.1: hydroxylamine hydrochloride / water; ethanol / 12 h
4.1: 2,6-dimethylpyridine; trifluoromethylsulfonic anhydride / dichloromethane / 3 h / 0 °C / Cooling with ice; Reflux
4.2: 1 h / 20 - 30 °C
5.1: trifluoroacetic acid / 0.17 h / 0 °C / Cooling with ice
5.2: 2.5 h / 0 - 50 °C
6.1: triethylamine / N,N-dimethyl-formamide / 6 h / 70 °C
7.1: hydrogen / ethanol; tetrahydrofuran / 12 h / 3102.97 Torr
8.1: potassium hydroxide / water; ethanol / 12 h / 20 - 90 °C
9.1: tetrahydrofuran / 6 h / 20 - 80 °C
10.1: dichloromethane; tetrahydrofuran / 6 h / 0 - 20 °C
11.1: triethylamine / dimethyl sulfoxide / 0.5 h / 0 - 20 °C
11.2: 6 h
With
2,6-dimethylpyridine; trifluoromethylsulfonic anhydride; sulfuric acid; hydroxylamine hydrochloride; hydrogen; sodium sulfate; triethylamine; trifluoroacetic acid; potassium hydroxide;
In
tetrahydrofuran; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.2174/15734064113096660046