1: 69 percent / t-BuOK / dimethylformamide / 1 h / 20 °C 2: 80 percent / dimethylformamide / 8.5 h / 120 °C 3: 1.) 33percent MeNH2, 2.) 4 M HCl / 1.) EtOH, r.t., 1 h, 2.) EtOH, EtOAc, r.t., overnight View Scheme

1: 69 percent / t-BuOK / dimethylformamide / 1 h / 20 °C 2: 80 percent / dimethylformamide / 8.5 h / 120 °C 3: 1.) 33percent MeNH2, 2.) 4 M HCl / 1.) EtOH, r.t., 1 h, 2.) EtOH, EtOAc, r.t., overnight 4: 48 percent / 1-hydroxybenzotriazole hydrate, dicyclohexylcarbodiimide, N-ethylmorpholine / tetrahydrofuran / 64 h / Ambient temperature 5: H2 / 10percent Pd/C / ethanol / 16 h 6: 1-hydroxybenzotriazole hydrate, dicyclohexylcarbodiimide, N-ethylmorpholine / tetrahydrofuran / 16 h / Ambient temperature View Scheme

1: 69 percent / t-BuOK / dimethylformamide / 1 h / 20 °C 2: 80 percent / dimethylformamide / 8.5 h / 120 °C 3: 1.) 33percent MeNH2, 2.) 4 M HCl / 1.) EtOH, r.t., 1 h, 2.) EtOH, EtOAc, r.t., overnight 4: 48 percent / 1-hydroxybenzotriazole hydrate, dicyclohexylcarbodiimide, N-ethylmorpholine / tetrahydrofuran / 64 h / Ambient temperature View Scheme

<b>Multi-step reaction with 5 steps<br /> </b>1: 2.) 0.6 M aq. HCl / 1.) 95 to 100 deg C, 4 h, 2.) dioxane, 80 to 85 deg C, 30 min<br />2: TsOH*H₂O / CH₂Cl₂ / 16 h / 20 &deg;C<br />3: NaBH₄ / tetrahydrofuran; H₂O / 0.25 h / 0 &deg;C<br />4: pyridine / 16 h / 20 &deg;C<br />5: TsOH*H₂O / ethanol / 1.) 20 deg C, 1 h, 2.) 4 deg C, overnight<br /> <br /> &nbsp;