Multi-step reaction with 12 steps
1.1: 3.5 h / Reflux
2.1: toluene; diethyl ether / 1 h / 0 - 20 °C
3.1: chloroform / 1 h / 60 °C
4.1: triethylamine / dichloromethane / 24 h / Reflux
4.2: 2 h / 60 °C
5.1: sodium carbonate; phosphorus pentoxide / 1,2-dichloro-ethane / 2 h / 70 °C
6.1: hydrazine hydrate / tetrahydrofuran / 5 h / 0 - 15 °C
6.2: 16 h / 0 - 20 °C
7.1: acetic acid / tetrahydrofuran / 48 h / 20 °C
8.1: sodium hydroxide; water / tetrahydrofuran / 5 h / 20 °C
9.1: boron tribromide / dichloromethane / 0.42 h / -78 - 20 °C / Reflux
9.2: 3.5 h / Reflux
10.1: pyridine / dichloromethane / 2.5 h / Cooling an ice bath
11.1: sodium hydroxide; sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / 1,2-dimethoxyethane; water / 1.5 h / 120 °C / Microwave irradiation
12.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 20 °C
With
pyridine; phosphorus pentoxide; water; boron tribromide; sodium carbonate; hydrazine hydrate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; sodium hydroxide;
bis-triphenylphosphine-palladium(II) chloride;
In
tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; dichloromethane; chloroform; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;