1,4-Dioxane hydrochloride → 1,2,3,4,4a,5-Hexahydropyrazino[1,2-a][1,5]benzodiazepin-6(7h)-one

Participants

Reaction Steps

To a solution of Example 1C (1.78 g, 5.61 mmol) in dichloromethane (100 mL) was added 4M HCl/dioxane (14.02 mL, 56.1 mmol). The solution was stirred for 2-4 hours at room temperature, and title compound was collected by filtration as the hydrochloric acid salt. 1H NMR (500 MHz, pyridine-d5) δ ppm 7.34-7.42 (m, 1H), 7.24-7.31 (m, 1H), 7.16-7.23 (m, 1H), 7.11 (d, J=7.02 Hz, 1H), 3.92-4.00 (m, 1H), 3.88 (d, J=11.90 Hz, 1H), 3.80 (d, J=12.82 Hz, 1H), 3.64-3.74 (m, 1H), 3.57 (t, J=11.90 Hz, 1H), 3.11-3.24 (m, 2H), 2.64 (dd, J=13.43, 7.02 Hz, 1H), 2.37 (d, J=12.82 Hz, 1H); MS (ESI) m/z 217.9 (M+H)+.

Provenance & Evidence