ammonia in methanol T=50 - 55°C; 12 h; in a pressure vessel;

1: 70.5 percent / imidazole / dimethylformamide / 20 h 2: 1.) aq. 50percent NaOH / 1.) DMSO 3: 55.8 percent / tri-n-butyltin hydride, azobisisobutyronitrile / benzene / 60 - 65 °C 4: 84 percent / 1 M tetra-n-butylammonium fluoride / tetrahydrofuran 5: 66 percent / H2 / 10percent Pd/C / methanol / 6 h / 1551.4 Torr 6: 96 percent / ammonia / methanol / 12 h / 50 - 55 °C / in a pressure vessel View Scheme

1: 1.) aq. 50percent NaOH / 1.) DMSO 2: 55.8 percent / tri-n-butyltin hydride, azobisisobutyronitrile / benzene / 60 - 65 °C 3: 84 percent / 1 M tetra-n-butylammonium fluoride / tetrahydrofuran 4: 66 percent / H2 / 10percent Pd/C / methanol / 6 h / 1551.4 Torr 5: 96 percent / ammonia / methanol / 12 h / 50 - 55 °C / in a pressure vessel View Scheme

2: 70.5 percent / imidazole / dimethylformamide / 20 h 3: 1.) aq. 50percent NaOH / 1.) DMSO 4: 55.8 percent / tri-n-butyltin hydride, azobisisobutyronitrile / benzene / 60 - 65 °C 5: 84 percent / 1 M tetra-n-butylammonium fluoride / tetrahydrofuran 6: 66 percent / H2 / 10percent Pd/C / methanol / 6 h / 1551.4 Torr 7: 96 percent / ammonia / methanol / 12 h / 50 - 55 °C / in a pressure vessel View Scheme

tetrabutyl ammonium fluoride in tetrahydrofuran; pyridine overnight;

1: 66 percent / H2 / 10percent Pd/C / methanol / 6 h / 1551.4 Torr 2: 96 percent / ammonia / methanol / 12 h / 50 - 55 °C / in a pressure vessel View Scheme

1: 84 percent / 1 M tetra-n-butylammonium fluoride / tetrahydrofuran 2: 66 percent / H2 / 10percent Pd/C / methanol / 6 h / 1551.4 Torr 3: 96 percent / ammonia / methanol / 12 h / 50 - 55 °C / in a pressure vessel View Scheme

1: 48 percent / 1,3-dimethyl-2-phenyl-1,3,2-diazaphospholidine / 3 h / Ambient temperature 2: 84 percent / 1 M tetra-n-butylammonium fluoride / tetrahydrofuran 3: 66 percent / H2 / 10percent Pd/C / methanol / 6 h / 1551.4 Torr 4: 96 percent / ammonia / methanol / 12 h / 50 - 55 °C / in a pressure vessel View Scheme

1: 51.3 percent / tri-n-butyltin hydride, azobisisobutyronitrile / benzene / 60 - 65 °C 2: 84 percent / 1 M tetra-n-butylammonium fluoride / tetrahydrofuran 3: 66 percent / H2 / 10percent Pd/C / methanol / 6 h / 1551.4 Torr 4: 96 percent / ammonia / methanol / 12 h / 50 - 55 °C / in a pressure vessel View Scheme

1: 55.8 percent / tri-n-butyltin hydride, azobisisobutyronitrile / benzene / 60 - 65 °C 2: 84 percent / 1 M tetra-n-butylammonium fluoride / tetrahydrofuran 3: 66 percent / H2 / 10percent Pd/C / methanol / 6 h / 1551.4 Torr 4: 96 percent / ammonia / methanol / 12 h / 50 - 55 °C / in a pressure vessel View Scheme