反应详情

4-(4-Bromo-phenyl)-1-methyl-piperidine; hydrochloride was prepared from 4-(4-bromo-phenyl)-piperidine; hydrochloride (1.0 g, 3.6 mmol) in a manner analogous to Step 34c. The reaction product was isolated an off-white solid (0.94 g) and was used without further purification. 1H NMR (400 MHz, (D3C)2SO, δ, ppm): 10.58 (br s, 1H), 7.54 (d, J=7.2 Hz, 2H), 7.21 (d, J=7.3 Hz, 2H), 3.46 (d, J=11.4 Hz, 2H), 3.09-2.97 (m, 2H), 2.83-2.70 (m, 4H), 2.00-1.87 (m, 4H). MS=254, 256 (MH)+. 50b) [8-(4-Methanesulfonyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-[4-(1-methyl-piperidin-4-yl)-phenyl]-amine was prepared from 8-(4-methanesulfonyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine (75.0 mg, 0.260 mmol) and 4-(4-bromo-phenyl)-1-methyl-piperidine; hydrochloride (100.0 mg, 0.3441 mmol) with 2,2′-bis-dicyclohexylphosphanyl-biphenyl (30.0 mg, 0.0549 mmol) as the ligand in a manner analogous to Step 2d. The title compound was isolated as a yellow foam (0.070 g, 58%). 1H NMR (400 MHz, CDCl3, δ, ppm): 8.49 (d, J=6.8 Hz, 1H), 8.23 (d, J=8.2 Hz, 2H), 8.08 (d, J=8.1 Hz, 2H), 7.65 (d, J=7.4 Hz, 1H), 7.51 (d, J=8.2 Hz, 2H), 7.23 (d, J=8.2 Hz, 2H), 7.01 (t, J=6.7 Hz, 1H), 6.85 (s, 1H), 3.10 (s, 3H), 3.01-2.94 (m, 2H), 2.51-2.41 (m, 1H), 2.33 (s, 3H), 2.10-2.01 (m, 2H), 1.87-1.77 (m, 4H). MS=462 (MH)+.

1. customwas used without further purification