sodium hydride in DMF (N,N-dimethyl-formamide) T=20 - 50°C;

1: 3-(2,4-dimethoxyphenyl)-7-(trifluoromethyl)-1H-indazole With lithium hexamethyldisilazane in tetrahydrofuran; N,N-dimethyl-formamide T=-15 - 20°C; 1.66667 - 1.83333 h; 2: allyl bromide in tetrahydrofuran; N,N-dimethyl-formamide T=15 - 25°C; 40 - 50 h; Product distribution / selectivity;

1: 3-(2,4-dimethoxyphenyl)-7-(trifluoromethyl)-1H-indazole With sodium hydride in N,N-dimethyl-formamide; mineral oil T=20 - 60°C; 2: allyl bromide in N,N-dimethyl-formamide; mineral oil T=60°C; 4 h;

1.1: 4-methyl-morpholine / tetrahydrofuran / 1 h / 20 °C 2.1: 8 h / 20 °C 3.1: tetrahydrofuran / 2 h / 0 °C 4.1: pyridine; hydrazine / 1 h / 100 °C / Microwave irradiation 5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 20 - 60 °C 5.2: 4 h / 60 °C View Scheme

1.1: pyridine; hydrazine / 1 h / 100 °C / Microwave irradiation 2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 20 - 60 °C 2.2: 4 h / 60 °C View Scheme

1.1: tetrahydrofuran / 2 h / 0 °C 2.1: pyridine; hydrazine / 1 h / 100 °C / Microwave irradiation 3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 20 - 60 °C 3.2: 4 h / 60 °C View Scheme

1.1: tetrahydrofuran / 2 h / 0 °C 2.1: pyridine; hydrazine / 1 h / 100 °C / Microwave irradiation 3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 20 - 60 °C 3.2: 4 h / 60 °C View Scheme