N-ethyl-N,N-diisopropylamine; HATU in N,N-dimethyl-formamide T=20°C; 4.5 h; Cooling with ice;

1: tris(dibenzylideneacetone)dipalladium(0) chloroform complex; tripotassium phosphate monohydrate; [(t-Bu)3PH]BF4 / 1,4-dioxane; water / 1.5 h / 85 °C / |Inert atmosphere 2: hydrogenchloride / water; ethanol / 5 h / 85 °C / |Inert atmosphere 3: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 4.5 h / 20 °C / |Cooling with ice View Scheme

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C 1.2: 3 h / 0 - 20 °C 2.1: N-bromosuccinmide / dichloromethane / 20 °C 3.1: ammonium hydroxide / 48 h / 100 °C / |Autoclave 4.1: tris(dibenzylideneacetone)dipalladium(0) chloroform complex; tripotassium phosphate monohydrate; [(t-Bu)3PH]BF4 / 1,4-dioxane; water / 1.5 h / 85 °C / |Inert atmosphere 5.1: hydrogenchloride / water; ethanol / 5 h / 85 °C / |Inert atmosphere 6.1: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 4.5 h / 20 °C / |Cooling with ice View Scheme

1: 4-(N,N-dimethlyamino)pyridine / acetonitrile / 3 h / 20 °C 2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct; potassium acetate / 1,4-dioxane / 18 h / 100 °C / |Inert atmosphere 3: tris(dibenzylideneacetone)dipalladium(0) chloroform complex; tripotassium phosphate monohydrate; [(t-Bu)3PH]BF4 / 1,4-dioxane; water / 1.5 h / 85 °C / |Inert atmosphere 4: hydrogenchloride / water; ethanol / 5 h / 85 °C / |Inert atmosphere 5: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 4.5 h / 20 °C / |Cooling with ice View Scheme

1: tris(dibenzylideneacetone)dipalladium(0) chloroform complex; tripotassium phosphate monohydrate; [(t-Bu)3PH]BF4 / 1,4-dioxane; water / 1.5 h / 85 °C / |Inert atmosphere 2: hydrogenchloride / water; ethanol / 5 h / 85 °C / |Inert atmosphere 3: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 4.5 h / 20 °C / |Cooling with ice View Scheme

1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct; potassium acetate / 1,4-dioxane / 18 h / 100 °C / |Inert atmosphere 2: tris(dibenzylideneacetone)dipalladium(0) chloroform complex; tripotassium phosphate monohydrate; [(t-Bu)3PH]BF4 / 1,4-dioxane; water / 1.5 h / 85 °C / |Inert atmosphere 3: hydrogenchloride / water; ethanol / 5 h / 85 °C / |Inert atmosphere 4: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 4.5 h / 20 °C / |Cooling with ice View Scheme

1: N-bromosuccinmide / dichloromethane / 20 °C 2: ammonium hydroxide / 48 h / 100 °C / |Autoclave 3: tris(dibenzylideneacetone)dipalladium(0) chloroform complex; tripotassium phosphate monohydrate; [(t-Bu)3PH]BF4 / 1,4-dioxane; water / 1.5 h / 85 °C / |Inert atmosphere 4: hydrogenchloride / water; ethanol / 5 h / 85 °C / |Inert atmosphere 5: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 4.5 h / 20 °C / |Cooling with ice View Scheme

1: ammonium hydroxide / 48 h / 100 °C / |Autoclave 2: tris(dibenzylideneacetone)dipalladium(0) chloroform complex; tripotassium phosphate monohydrate; [(t-Bu)3PH]BF4 / 1,4-dioxane; water / 1.5 h / 85 °C / |Inert atmosphere 3: hydrogenchloride / water; ethanol / 5 h / 85 °C / |Inert atmosphere 4: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 4.5 h / 20 °C / |Cooling with ice View Scheme