Multi-step reaction with 9 steps
1.1: sodium carbonate / N,N-dimethyl-formamide / 8 h / 60 °C
2.1: ammonium chloride; iron / ethanol; water / 1 h / 90 °C
3.1: acetic acid / 1,2-dichloro-ethane / 0.08 h / Inert atmosphere
3.2: 64 h
4.1: acetic acid / 1,2-dichloro-ethane / 0.08 h / Inert atmosphere
4.2: 34 h / 20 °C
4.3: pH 7
5.1: chloro-trimethyl-silane; zinc; ethylene dibromide / ISOPROPYLAMIDE / 90 h / 80 °C / Inert atmosphere
5.2: 1.5 h / 80 °C
6.1: trifluoroacetic acid / dichloromethane / 0.75 h / 20 °C
6.2: pH 7 - 8
7.1: acetic acid / 1,2-dichloro-ethane / 0.08 h / Inert atmosphere
7.2: 20 h / 20 °C
7.3: pH 7
8.1: sodium hydroxide / tetrahydrofuran; methanol / 40 h / 50 °C
9.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.08 h / 0 °C
9.2: 16 h / 0 - 20 °C
With
chloro-trimethyl-silane; iron; sodium carbonate; ammonium chloride; acetic acid; ethylene dibromide; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; sodium hydroxide; zinc;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; ISOPROPYLAMIDE; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;