Multi-step reaction with 10 steps
1.1: dmap / acetonitrile / 0.17 h / 0 °C / Inert atmosphere; Sealed tube
1.2: 2.5 h / 0 - 20 °C / Inert atmosphere; Sealed tube
2.1: lithium triethylborohydride / toluene / 1.17 h / -78 °C / Inert atmosphere; Sealed tube
3.1: dmap; trifluoroacetic acid; N-ethyl-N,N-diisopropylamine / toluene / 2 h / -78 - 20 °C / Inert atmosphere; Sealed tube
4.1: diethylzinc / toluene / 0.75 h / 0 °C / Inert atmosphere; Sealed tube
4.2: 18 h / 0 °C / Inert atmosphere; Sealed tube
5.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 12 h / 0 - 40 °C / Inert atmosphere; Sealed tube
6.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere; Sealed tube
7.1: ammonium acetate / toluene / 5 h / 110 °C / Inert atmosphere; Sealed tube
8.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate / N,N-dimethyl-formamide / 3 h / 90 °C / Inert atmosphere; Sealed tube
9.1: hydrogenchloride / ethyl acetate / 8 h / 20 °C / Inert atmosphere; Sealed tube
10.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere; Sealed tube
With
hydrogenchloride; dmap; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; lithium hydroxide monohydrate; ammonium acetate; diethylzinc; potassium acetate; lithium triethylborohydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
In
tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile;