1: 50 percent / NaH / tetrakis(triphenylphosphine)palladium / dimethylformamide / 1.) r.t., 10 min; 50 deg C, 10 min, 2.) THF, 50 deg C, 3 h 2: 68 percent / NBS / acetic acid / 18 h / Ambient temperature 3: (n-Bu)3SnH, AIBN / tetrahydrofuran / Heating 4: 96 percent / MeOH, K2CO3 / 2 h View Scheme

1: 50 percent / NaH / tetrakis(triphenylphosphine)palladium / dimethylformamide / 1.) r.t., 10 min; 50 deg C, 10 min, 2.) THF, 50 deg C, 3 h 2: 68 percent / NBS / acetic acid / 18 h / Ambient temperature 3: (n-Bu)3SnH, AIBN / tetrahydrofuran / Heating 4: 96 percent / MeOH, K2CO3 / 2 h View Scheme

hydrogenchloride; ammonium hydroxide; acetic acid Yield given. Multistep reaction;

sodium hydroxide 2 h; Heating;

hydrogen sulfide; sodium methylate in ethanol 2 h; Heating;

ammonia T=80°C; 18 h;