Water → HCID 86687821, compound

Participants

Reaction Conditions

Reaction Steps

To the mixture of 4-(4-bromo-2-methyl-1H-benzo[d]imidazol-6-yl)morpholine (0.8 g, 2.70 mmol) in N,N-Dimethylformamide (DMF) (10 mL) was added 1-(bromomethyl)-2-chlorobenzene (0.666 g, 3.24 mmol) and potassium carbonate (1.120 g, 8.10 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 solid (0.96 g, 84%). 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 2.56 (s, 3H) 2.89-3.18 (m, 4H) 3.66-3.91 (m, 4H) 5.34 (s, 2H) 6.35-6.50 (m, 1H) 6.57 (d, J=2.27 Hz, 1H) 7.00-7.21 (m, 2H) 7.21-7.33 (m, 1H) 7.47 (dd, J=7.82 1.11 Hz, 1H); MS (ES+) m/e 420.0 [M+H]+.

Provenance & Evidence