Multi-step reaction with 10 steps
1: thionyl chloride / 24 h / 50 °C
2: bromine / chloroform / 1 h / 0 °C
3: pyridine / 4 h
4: N-Bromosuccinimide / dibenzoyl peroxide / tetrachloromethane / 18 h / Reflux
5: triethylamine / acetone / 0.5 h
6: water; lithium hydroxide / tetrahydrofuran / 1.5 h / 50 °C
7: potassium carbonate / N,N-dimethyl-formamide / 20 °C
8: water; lithium hydroxide / tetrahydrofuran / 4 h / 50 °C
9: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 18 h
10: sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / 1,2-dimethoxyethane / 0.58 h / 120 °C / Microwave irradiation
With
pyridine; N-Bromosuccinimide; thionyl chloride; 1-hydroxy-7-aza-benzotriazole; water; bromine; sodium carbonate; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; lithium hydroxide;
tetrakis(triphenylphosphine) palladium(0); dibenzoyl peroxide;
In
tetrahydrofuran; tetrachloromethane; 1,2-dimethoxyethane; chloroform; N,N-dimethyl-formamide; acetone;