Hydrochloric Acid → HCID 86703274, compound

Participants

Reaction Steps

To a solution of 6-(1-benzenesulfonyl-6-methoxy-2-phenyl-1H-indol-3-ylmethyl)pyridine-2-carboxylic acid (867 mg) in dichloromethane (17.4 mL) were added methanesulfonamide (199 mg), 4-dimethylaminopyridine (510 mg), and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (800 mg) successively, and this mixture was stirred at room temperature for 24 hours. To the reaction mixture was added 1 mol/L hydrochloric acid, followed by extraction with dichloromethane. The organic layer was washed with 1 mol/L hydrochloric acid, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluting solvent: methanol-dichloromethane) to obtain the title compound (633 mg). 1H-NMR (DMSO-d6) δ ppm: 3.39 (3H, s), 3.86 (3H, s), 4.03 (2H, s), 6.85-6.98 (2H, m), 7.37 (1H, d, J=8.8 Hz), 7.39-7.53 (9H, m), 7.60-7.71 (2H, m), 7.77-7.88 (2H, m), 11.00-11.56 (1H, br). ESI-MS (m/z): 576 (M+H)+

Provenance & Evidence