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triethylamine in water Ambient temperature;

1: HNO3 2: aqueous NaOH / 0 °C View Scheme

1: 90 percent / Et3N / acetonitrile / 2 h / 5 °C 2: 88 percent / Et3N / H2O / Ambient temperature View Scheme

1: NO2/HNO3, SO3/H2SO4 2: aq. NaOH View Scheme

1: 84 percent / 1-hydroxybenzotriazol hydrate, triethylamine, DCC / dimethylformamide / 1) 2.5h, 0 deg C, 2) 17h, RT 2: 94 percent / 25percent HBr/acetic acid / 0.58 h / 30 °C 3: 83 percent / triethylamine / dioxane / 1)3h, Et3N, 2) 25h, RT, 1n HCl 4: 97 percent / 1n NaOH, H2O / dioxane / 3 h / Ambient temperature 5: 86 percent / N-methylmorpholine, isobutyl chlorocarbonate, triethylamine / dimethylformamide / 1) 1h, 0 deg C, 2) 4h, RT 6: 93 percent / N2 / palladium black / 1 h / Ambient temperature 7: 1) 6.1n HCl, isoamyl nitrite, 2) triethylamine / 1) -30deg C, THF, 30 min; 2) -45deg C, DMF, 15h between -5deg C to 0deg C View Scheme

trimethylsilyl trifluoromethanesulfonate; methyl-phenyl-thioether in trifluoroacetic acid T=0°C; 0.5 h;

1: (i) Et3N, ClCO2Et, THF, (ii) /BRN= 2559321/ 2: H2 / Pd / methanol; acetic acid; H2O View Scheme

1: THF; dicyclohexylcarbodiimide; triethylamine / Reagens 4: CHCl3 2: acetone; aqueous NaOH 3: palladium; aqueous methanol. acetic acid / Hydrogenation View Scheme

1: 1.) PCl3, pyridine / 1.) ice-salt cooling, 15 min, then r.t., 30 min, 2.) r.t., overnight 2: 25 percent HBr-AcOH 3: 50.9 percent / Et3N / CHCl3; dimethylformamide / Ambient temperature 4: 50.9 percent / hydrogen / Pd catalyst / acetic acid; H2O View Scheme