N-ethyl-N,N-diisopropylamine; HATU in N,N-dimethyl-formamide T=5°C; 1.5 h;

N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate in dichloromethane T=0°C;

1: 1-(tert-butoxycarbonyl)-L-proline With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride T=20°C; 0.5 h; 2: 2-amino-1-(4-bromophenyl)ethanone hydrochloride With N-ethyl-N,N-diisopropylamine in dichloromethane T=20°C; 0.166667 h;

1.1: 1,3,5,7-tetra-azatricyclo[5.1.1.13,5]decane / toluene / 16 h / 40 °C 1.2: 20 h / 20 °C 2.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.17 h / 20 °C View Scheme

1: ammonium acetate; acetic acid / xylene / 3 h / 20 - 160 °C 2: potassium acetate / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane / 20 - 80 °C / Inert atmosphere View Scheme