Multi-step reaction with 10 steps
1.1: hydroxylamine hydrochloride; sodium sulfate; 1-[4-(4-methyl-piperazine-1-carbonyl)-phenyl]-3-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-urea / 2 h / 90 °C
2.1: sulfuric acid / 3 h / 90 °C
3.1: sodium hydroxide; dihydrogen peroxide / water / 2 h / 0 °C
3.2: 0 °C / pH 6
4.1: 3 h / 195 °C
5.1: N-ethyl-N,N-diisopropylamine; trichlorophosphate / 12 h / 130 °C
6.1: dichloromethane / 0.5 h / 0 °C
7.1: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / toluene; ethanol; water / 2.83 h / 75 °C / Inert atmosphere
8.1: manganese(IV) oxide; sodium cyanide / methanol / 3 h / 0 - 25 °C
9.1: caesium carbonate / bis-triphenylphosphine-palladium(II) chloride / toluene; ethanol / 3.33 h / 75 °C / Inert atmosphere
10.1: lithium hydroxide monohydrate / water; tetrahydrofuran; methanol / 12 h / 20 °C
10.2: pH 5
With
sodium cyanide; manganese(IV) oxide; lithium hydroxide monohydrate; sulfuric acid; 1-[4-(4-methyl-piperazine-1-carbonyl)-phenyl]-3-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-urea; hydroxylamine hydrochloride; dihydrogen peroxide; sodium carbonate; caesium carbonate; sodium sulfate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; trichlorophosphate;
bis-triphenylphosphine-palladium(II) chloride;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; toluene;