Reaction Steps
A solution of (±)-{3-[[(3-benzylquinoxalin-2-yl)cyclopropylmethyl]-(4-methyl-benzoyl)-amino]-propyl}carbamic acid tert-butyl ester 7 (0.40 g, 0.71 mmol) in dioxane (5 mL) at rt was added 4 N HCl in dioxane (2.0 mL, 8 mmol). The reaction mixture was stirred overnight. It was added with Et2O and the precipitated solid was collected, washed with Et2O and dried in vacuo over P2O5 to give 8 (0.32 g, 90%). 1H NMR (CD3OD) δ 8.15 (m, 2H), 7.87 (m, 2), 7.36 (m, 4H), 7.22 (m, 5H), 6.56 (m, 1H), 5.52 (m, 1H), 4.75 (m, 1H), 4.23 (m, 1H), 3.69 (m, 2H), 3.65 (s, 3H), 3.06 (m, 1H), 2.39 (m, 4H), 2.10 (m, 1H), 1.98 (m, 1H), 1.85 (m, 1H), 1.46 (m, 1H), 0.63 (m, 2H), 0.46 (m, 1H), 0.29 (m, 2H); 13C NMR (CD3OD) δ 155.5, 142.3, 141.2, 135.2, 131.9,130.5, 130.1, 130.0, 129.8, 129.6, 128.0, 127.3, 68.5, 43.2, 41.8, 38.9, 30.5, 21.7, 14.4, 5.78; MS (ESI), (M+H)+465.31.
