Multi-step reaction with 8 steps
1.1: triethylamine / tetrakis(triphenylphosphine) palladium(0) / acetonitrile / 18 h / 100 °C
2.1: potassium hydroxide / methanol / 2 h / 20 °C
2.2: pH 4
3.1: potassium hydroxide / water; acetonitrile / 0.17 h
4.1: potassium hydroxide / N,N-dimethyl-formamide / 2 h / 20 °C
5.1: pyridine / dmap / 2 h / 20 °C
6.1: hydrogen / palladium 10% on activated carbon / methanol / 5 h / 760.05 Torr
7.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0 - 20 °C
8.1: 2,6-dimethylpyridine; trimethylsilyl bromide / dichloromethane / 18 h / 20 °C
8.2: pH ~ 7
With
pyridine; 2,6-dimethylpyridine; potassium hydroxide; trimethylsilyl bromide; hydrogen; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine;
dmap; tetrakis(triphenylphosphine) palladium(0); palladium 10% on activated carbon;
In
methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;