Multi-step reaction with 8 steps
1.1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 75 °C
2.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 48 h / 20 °C / 2585.81 Torr
3.1: dmap / dichloromethane / 4 h / 20 °C
4.1: acetic acid / 3 h / 150 °C / Microwave irradiation
5.1: lithium hydroxide; water / 1,4-dioxane / 3 h / 75 °C
5.2: pH 5 - 6
6.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 4 h / 0 - 20 °C
7.1: lithium hydroxide; water / 1,4-dioxane / 2 h / 75 °C
7.2: pH 5 - 6
8.1: N-ethyl-N,N-diisopropylamine; HATU / tetrahydrofuran; N,N-dimethyl-formamide / 2 h / 20 °C
With
dmap; lithium hydroxide; water; hydrogen; acetic acid; N-ethyl-N,N-diisopropylamine; HATU;
palladium 10% on activated carbon;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide;