1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -84 °C 1.2: 5 percent / tetrahydrofuran; hexane / -84 - 20 °C 2.1: 82 percent / tetrahydrofuran / -84 - 20 °C View Scheme

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -84 °C 1.2: 5 percent / tetrahydrofuran; hexane / -84 - 20 °C 2.1: 76 percent / LiAlH4 / tetrahydrofuran / 13 h / -15 - 20 °C View Scheme

1: 3,5-difluoroanisole With n-butyllithium in tetrahydrofuran; hexane T=-84°C; 1 h; 2: tert-butyl 3-{[methoxy(methyl)amino]carbonyl}-1H-indazole-1-carboxylate in tetrahydrofuran; hexane T=-84 - 20°C;

1: bromobenzene With magnesium in diethyl ether 1 h; Heating; 2: tert-butyl 3-{[methoxy(methyl)amino]carbonyl}-1H-indazole-1-carboxylate in diethyl ether 0.166667 h; Heating;

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -84 °C 1.2: 5 percent / tetrahydrofuran; hexane / -84 - 20 °C 2.1: magnesium / diethyl ether / 1 h / Heating 2.2: 92 percent / diethyl ether / 0.17 h / Heating View Scheme