Multi-step reaction with 10 steps
1.1: hydrogenchloride / 1,4-dioxane / 0 °C
2.1: 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / dichloromethane / -10 - 20 °C
3.1: hydrogen bromide / acetic acid / 0 °C
4.1: sodium hydrogencarbonate / water
4.2: -20 - 20 °C
5.1: sodium hydroxide / 1,4-dioxane / 0 °C
5.2: pH 2
6.1: 4-methyl-morpholine / tetrahydrofuran / 0.17 h
7.1: 4-methyl-morpholine / tetrahydrofuran / -20 - 20 °C
8.1: hydrogen bromide / acetic acid
9.1: methanol / 3 h / 20 °C
10.1: sodium hydroxide / 1,4-dioxane / 0 °C
10.2: pH 2
With
4-methyl-morpholine; hydrogenchloride; hydrogen bromide; 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; sodium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; acetic acid;
DOI:10.1002/ejoc.200900999