Multi-step reaction with 12 steps
1.1: tri-n-butyl-tin hydride / 2,2'-azobis(isobutyronitrile) / toluene / 6.5 h / Heating / reflux
2.1: water; acetic acid / 10 h / 0 - 20 °C
3.1: di-isopropyl azodicarboxylate; triphenylphosphine / chloroform / 10 h / Heating / reflux
4.1: potassium carbonate / N,N-dimethyl-formamide / 17 h / 20 - 110 °C
5.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0.25 h / -15 °C
5.2: 12.5 h / -15 - 20 °C
6.1: hydrogenchloride / 3 h / 0 - 20 °C
7.1: silver(l) oxide / N,N-dimethyl-formamide / 14 h / 20 °C
8.1: sulfuric acid; water / 1,4-dioxane / 3 h / 20 °C / Heating / reflux
9.1: dipyridinium dichromate / dichloromethane / 10 h / 0 - 20 °C / Molecular sieve
10.1: 2-hydroxypyridin; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 h / 70 °C
11.1: triphenylphosphine / methanol; water / 17 h
12.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 2 h / 0 - 20 °C
With
2-hydroxypyridin; hydrogenchloride; dipyridinium dichromate; di-isopropyl azodicarboxylate; sulfuric acid; water; tri-n-butyl-tin hydride; potassium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; silver(l) oxide;
2,2'-azobis(isobutyronitrile);
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; toluene;