Multi-step reaction with 10 steps
1.1: nitric acid; propionic acid / 1.75 h / 125 °C / Heating / reflux
2.1: thionyl chloride / N,N-dimethyl-formamide / dichloromethane / 2.5 h / Heating / reflux
2.2: 0 °C
3.1: hydrogen / 1% platinum on charcoal / tetrahydrofuran / 72 h / 20 °C / 2250.23 Torr
4.1: 1-methyl-pyrrolidin-2-one / 73.5 h / 20 - 80 °C
5.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 4 h / 5 - 20 °C
6.1: ammonia; p-toluenesulfonyl chloride / dichloromethane; water / 2 h / 0 - 20 °C
7.1: trifluoroacetic acid / dichloromethane / 0.33 h
8.1: tetrahydrofuran / 16 h
8.2: 1 h
9.1: triethylamine / dichloromethane; N,N-dimethyl-formamide / 88 h
10.1: methanol / 1 h / 20 °C
With
thionyl chloride; ammonia; hydrogen; nitric acid; propionic acid; triethylamine; p-toluenesulfonyl chloride; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid;
1% platinum on charcoal; N,N-dimethyl-formamide;
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane; water; N,N-dimethyl-formamide;