Benzyl Bromide → HCID 86703271, compound

Participants

Reaction Steps

To a solution of 6-(6-methoxy-2-phenyl-1H-indol-3-ylmethyl)pyridine-2-carboxylic acid (3.00 g) in N,N-dimethylformamide (16.8 mL) were added potassium carbonate (1.39 g) and benzyl bromide (0.996 mL) successively, and this mixture was stirred at room temperature for 3 hours. The reaction mixture was diluted with water, followed by extraction with ethyl acetate. The organic layer was washed with water and saturated brine successively, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluting solvent: ethyl acetate-hexane) to obtain the title compound (3.06 g). 1H-NMR (CDCl3) δ ppm: 3.85 (3H, s), 4.54 (2H, s), 5.48 (2H, s), 6.72 (1H, dd, J=2.2, 8.5 Hz), 6.91 (1H, d, J=2.2 Hz), 7.16-7.23 (1H, m), 7.27-7.44 (7H, m), 7.47-7.57 (4H, m), 7.60 (1H, t, J=7.8 Hz), 7.90-7.97 (1H, m), 8.10 (1H, br s).

Provenance & Evidence