1: 94 percent / H2 / 10percent Pd/C / ethanol / 3 h / 760 Torr 2: 1.)2-chloro-4,6-dimethoxy-1,3,5-triazine (CDMT), N-methylmorpholine (NMM), 2.) N-methylmorpholine (NMM) / 1.) CH2Cl2, 0 deg C, 3 h, 2.) CH2Cl2, RT, 12 h 3: H2 / 10percent Pd/C / ethanol; acetic acid / 3 h / 760 Torr 4: tetra-n-butylammonium hydrogen sulfate, aq. NaHCO3 / CH2Cl2 / 16 h / Ambient temperature 5: trifluoroacetic acid (TFA) / CH2Cl2 / 2 h / Ambient temperature View Scheme

hydrogen; palladium on activated charcoal in methanol T=20°C; 4.5 h;

trifluoroacetic acid in dichloromethane T=0 - 20°C;