Water → HCID 86687819, compound

Participants

Reaction Conditions

Reaction Steps

To the mixture of 4-(4-bromo-2-methyl-1H-benzo[d]imidazol-6-yl)morpholine (0.7 g, 2.364 mmol) in N,N-Dimethylformamide (DMF) (10 mL) was added 1-(bromomethyl)-3-methylbenzene (0.525 g, 2.84 mmol) and potassium carbonate (0.980 g, 7.09 mmol). The resulting reaction mixture was stirred at 90° C. for 4 h. It was cooled to room temperature and poured into water (100 mL). The aqueous mixture was extracted with DCM (100 mL×2). The combined organic phases were washed with Brine (100 mL) and concentrated. The crude material was purified on silica column (20˜70% EtOAc in Hexane) to give the product as oil (0.686 g, 73%). 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 2.31 (s, 3H) 2.57 (s, 3H) 3.01-3.18 (m, 4H) 3.75-3.92 (m, 4H) 5.24 (s, 2H) 6.64 (d, J=2.02 Hz, 1H) 6.75-6.89 (m, 2H) 7.03-7.17 (m, 2H) 7.18-7.26 (m, 1H); MS (ES+) m/e 400.0 [M+H]+.

Provenance & Evidence