1-Adamantanecarbonyl chloride → Adamantane carboxylic acid [2-(4-nitro-phenyl)-3H-imidazo[4,5-c]pyridine-6-yl]-amide

Beteiligte Stoffe

Reaktionsschritte

To a stirring solution of nitro amine 8 (0.240 g, 0.94 mmol) in dry THF-Pyridine (15 ml/0.400 ml), adamantane carbonyl chloride (0.280 g, 1.41 mmol) was added and the mixture stirred at room temperature for 3 h. The reaction was quenched by addition of water and the resulting yellow solid was filtered and passed through a SiO2 gel using EtOAc as a eluent to give 13 (0.265 g, 67%). 1H NMR (DMSO-d6, 500 MHz): δ 13.51 (1H, brs, NH), 9.60 (1H, brs, NH), 8.78 (1H, s), 8.45-8.40 (4H, m), 8.32 (1H, s), 2.00-1.60 (15H, m); EIMS m/z: 418.5 (M+1) and 416 (M−1).

Herkunft & Nachweise