1: 70 percent / 5percent Pd/C / xylene / 2 h / Heating 2: 65 percent / POCl3, pyridine / dimethylformamide / 1 h / 0 °C 3: 75 percent / tetrahydrofuran / 2 h / Ambient temperature 4: 69 percent / ammonium acetate / acetic acid / 3 h / Heating 5: 72 percent / boron tribromide / CH2Cl2; 1,2-dichloro-ethane / 0.5 h / Heating View Scheme

With  ammonium hydroxide  Ambient temperature;   

With  palladium on activated charcoal in  xylene 2 h;  Heating;   

Multi-step reaction with 3 steps 1: 70 percent / 5percent Pd/C / xylene / 2 h / Heating2: 65 percent / POCl3, pyridine / dimethylformamide / 1 h / 0 °C3: 75 percent / tetrahydrofuran / 2 h / Ambient temperature  

Multi-step reaction with 4 steps 1: 70 percent / 5percent Pd/C / xylene / 2 h / Heating2: 65 percent / POCl3, pyridine / dimethylformamide / 1 h / 0 °C3: 75 percent / tetrahydrofuran / 2 h / Ambient temperature4: 69 percent / ammonium acetate / acetic acid / 3 h / Heating  

Multi-step reaction with 2 steps 1: 70 percent / 5percent Pd/C / xylene / 2 h / Heating2: 65 percent / POCl3, pyridine / dimethylformamide / 1 h / 0 °C