Hydrochloric Acid → HCID 68184624, compound

Participants

Reaction Steps

To a suspension of 6-(6-methoxy-2-phenyl-1H-indol-3-ylmethyl)pyridine-2-carbohydrazide (258 mg) in tetrahydrofuran (3.5 mL) was added 1,1′-carbonyldiimidazole (135 mg), and this mixture was stirred at room temperature for 3 hours. To the reaction mixture was added 1 mol/L hydrochloric acid, followed by extraction with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium 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 (270 mg). 1H-NMR (DMSO-d6) δ ppm: 3.77 (3H, s), 4.34 (2H, s), 6.63 (1H, dd, J=2.3, 8.5 Hz), 6.87 (1H, d, J=2.3 Hz), 7.27-7.40 (3H, m), 7.42-7.53 (2H, m), 7.68-7.90 (4H, m), 11.20 (1H, s), 12.76 (1H, br s). ESI-MS (m/z): 399 (M+H)+.

Provenance & Evidence